Author: tianli

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 764-48-7, name is Ethylene Glycol Vinyl Ether. This compound has unique chemical properties. The synthetic route is as follows. COA of Formula: C4H8O2

10109] Compound 4a, 1 -(6-hydroxynaphthalen-2-yl)etha-none, was synthesized by the inventors.10110] Specifically, starting materials for synthesis such as6-bromo-2-naphthol (2.0 g, 8.97 mmol), Pd(OAc)2 (100mg,0.45 mmol), DPPP (370 mg, 0.9 mmol), and ethylene glycol (3 mE) were added to an oven-dried flask with two necks and charged with argon gas. Oxygen present in the mixture was removed by adding the argon gas to the resulting mixture, and ethyleneglycolvinylether (2.41 mE, 27 mmol) and Et3N obtained distillation (3.12 mE, 22.4 mmol) were sequentially added. The mixture was stirred at 145 C. for 4 hours using a silicone oil containet The mixture was cooled to room temperature and stirred with dichloromethane (15 mE) and a 5% HC1 aqueous solution (30 mE) at room temperature for 1 hout The resulting mixture was extracted with dichioromethane (2×30 mE), and an organic layer was washed with water (30 mE) and dehydrated with anhydrous sodium sulfate (6 g). The solvent was removed under a reduced pressure condition of 40 mbar, and the resulting product was purified by column chromatography through a silica gel (Merck-silicagel 60, 230-400 mesh; using CH2C12 as a developer), thereby obtaining a solid, Compound 4a(1.33 g, 80%).10111] ?H NMR (CDC13, 300 MHz, 298 K, oe): 8.41 (1H, s), 7.98 (1H, dd, J=8.7, 1.6 Hz), 7.87 (1H, d, J=8.7 Hz), 7.70 (1H, d, J=8.7 Hz), 7.16 (1H, dd, J=8.7, 1.6 Hz), 5.4 (1H, s), 2.71 (3H, s); mp 172 C.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 764-48-7, Ethylene Glycol Vinyl Ether.

Reference:
Patent; POSTECH ACADEMY-INDUSTRY FOUNDATION; AHN, Kyo Han; MOON, Hyunsoo; KIM, Dokyoung; SINGHA, Subhankar; ROY, Basab; SAMBASIVAN, Sunderraman; (45 pag.)US2017/327509; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 52244-70-9, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 52244-70-9, name is 4-(4-Methoxyphenyl)-1-butanol. This compound has unique chemical properties. The synthetic route is as follows.

EXAMPLE 7 [0194] (a) trans-4-[4-(4-Phenyl-cyclohexylamino)butyl]phenol [0195] (b) trans-4-{4-[Methyl(4-phenylcyclohexyl)amino]butyl}phenol [CHEMMOL-00019] [0196] Step 1: To an ice-cold, stirred solution of alcohol 16 (1.5 g, 8.3 mmol) in TBF (40 mL), under an N2 atmosphere, was added Et3N (1.7 mL, 12 mmol) followed by methanesulfonyl chloride (0.77 mL, 10 mmol). After 1 hour, the reaction mixture was partitioned between EtOAc and 1N HCl. The organic layer was washed with H2O, saturated NaHCO3, saturated NaCl, dried (Na2SO4), and filtered. Concentration under reduced pressure gave mesylate 17 (2.2 g, 100percent), which was used without further purification: 1H NMR (300 MHz, CD3OD) ? 7.10 (d, J=8.5 Hz, 2H), 6.82 (d, J=8.5 Hz, 2H), 4.25-4.20 (m, 2H), 3.75 (s, 31), 3.03 (s, 31), 2.62-2.56 (m, 2H), 1.73-1.40 (m, 4H).

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 52244-70-9, 4-(4-Methoxyphenyl)-1-butanol.

Reference:
Patent; Deorazio, Russell Joseph; Nikam, Sham Shridhar; Scott, Ian Leslie; Sherer, Brian Alan; Wise, Lawrence David; US2003/225164; (2003); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.100058-61-5, name is 3-(Benzyloxy)cyclobutanol, molecular formula is C11H14O2, molecular weight is 178.23, as common compound, the synthetic route is as follows.Safety of 3-(Benzyloxy)cyclobutanol

Example lbb – Preparation of R Synthesis of 2-bromo-l-(bromomethyl)-l-(phenylmethoxy)ethane [0299] The mixture of 1 (60.1 g, 0.47 mol), benzyl bromide (80 g, 0.47 mol) and Hg2Cl2 (100 mg, 0.2 mmol) was heated to 150 C over night. TLC showed the reaction was completed. The product 2 (98 g, 70% yield) was obtained by distillation (180 C) in vacuum as a colorless oil. [0300] 1H NMR (400 MHz, CDCl3):7.37-7.28 (m, 5H), 4.65 (s, 2H), 3.82-3.77 (m, 1H), 3.56 (d, 4H, J=5.2 Hz). Synthesis of l-(methylsulfinyl)-l-methylthio-3-(phenylmethoxy)cyclobutane [0301] To the mixture of 3 (45.1 g, 0.36 mol) in THF (400 mL) was added n- BuLi (145 mL, 0.36 mol, 2.5 M) at -10 C under N2 drop wise. It was stirred further 2 h at this temperature. And then it was cooled to -78 C and the mixture of 2 (46.2 g, 0.15 mol) in THF (100 mL) was added drop wise over 0.5 h. The result mixture was stirred further 2 h at – 78 C and over night at r.t. It was quenched by the addition of H20 (100 mL) and the mixture was extracted with EtOAc (300 mL*3). The combined extracts were dried over Na2SC>4 and concentrated in vacuo to give the crude product. It was purified by column chromatography (Eluan: EtO Ac/Pet. ether= 1/2, v/v) to give the product 4 (30 g, 73% yield) as a yellow oil. [0302] 1H NMR (400 MHz, CDCl3):7.36-7.26 (m, 5H), 4.47 (d, 2H), 4.38-4.31 (m, 0.6H), 4.21-4.18 (m, 0.4H), 3.10-2.98 (m, 0.8H), 2.78-2.64 (m, 1.2 H), 2.55 (s, 1.2 H), 2.44 (s, 1.8 H), 2.42-2.15 (m, 2H), 2.12 (d, 3H). Synthesis of 3-(phenylmethoxy)cyclobutan-l-one [0303] To a solution of compound 4 (30 g, 0.1 1 mol) in dry ether (500 mL) was HC104 (22.5 mL, 35%) at 0 C drop wise, while keep the temperature bellow 10 C . It was stirred further 2 h at 0 C and over night at r.t. Solid NaHC03 and MgSC>4 were added and the resulting mixture was stirred further 0.5 h at r.t. It was filtered and the cake was washed with ether. The filtrate was concentrate in vacuo to give the crude product. It was purified by column chromatography (Eluant: EtOAc/Pet.ether=l/4, v/v) to give the product 5 (14.0 g, 72% yield) as a yellow oil. [0304] 1H NMR (400 MHz, CDC13): 7.39-7.25 (m, 5H), 4.52 (s, 2H), 4.40-4.34 (m, 1H), 3.26-3.10 (m, 4H). Synthesis of 3-(phenylmethoxy)cyclobutan-l-ol [0305] To the mixture of 5 (14.0 g, 79.46 mmol) in EtOH (150 mL) was added aBH4 (3.32 g, 87.40 mmol) at 0 C over 0.5 h. The resulting mixture was stirred further 2 h at 0 C and TLC showed the reaction was completed. The solvent was removed in vacuo and the residue was diluted with MeOH (100 mL) and quenched by HC1 (1M). The organic solvent was removed in vacuo and the residue was extracted with EtOAc (200 mL*3). The combined extracts were dried over Na2SC>4 and concentrated in vacuo to give the crude product. It was purified by column chromatography (Eluant: EtOAc/Pet.ether=l/4, v/v) to give the product 6 (14 g, 99% yield) as a yellow oil. [0306] 1H NMR (400 MHz, CDC13): 7.39-7.27 (m, 5H), 4.43 (s, 2H) 1H), 3.68-3.59 (m, 1H), 2.76-2.67 (m, 2H), 2.37 (br, 1H), 2.05-1.89 (m, 2H). Synthesis of 5-(phenylmethoxy)-2-[3-(phenylmethoxy)cyclobutoxy]pyrimidine [0307] To the mixture of 6 (10.5 g, 58.93 mmol) in DMSO (100 mL) was added NaH (3.06 g, 60%, 76.61 mmol) at r.t. The resulting mixture was stirred for 0.5 h at r.t, and then the mixture of 7 (13.0 g, 58.93 mmol) in DMSO (50 mL) was added drop wise over 10 min. The whole mixture was stirred further 0.5 h, TLC showed the reaction was completed. It was quenched by the addition of H20 (200 mL) and the mixture was extracted with EtOAc (200 mL*3). The combined extracts were dried over a2S04 and concentrated in vacuo to give the crude product. It was purified by column chromatography (Eluant: EtOAc/Pet.ether=l/5, v/v) to give the product 8 (10.0 g, 47% yield) as a white solid. [0308] 1H NMR (400 MHz, CDC13): 8.19 (s, 2H), 7.38-7.25 (m, 10H), 5.05 (s, 2H), 4.76-4.68 (m, 1H), 4.43 (s, 2H), 3.82-3.75 (m, 1H), 2.87-2.81 (m, 2H), 2.24-2.17 (m, Synthesis of 2-(3-hydroxycyclobutoxy)pyrimidin-5-ol [0309] To the mixture of 8 (8.84 g, 24.42 mmol) in dry DCM (250 mL) was added BC13 (100 mL, 1M in DCM, 0.1 mol) at -20 C under N2. The resulting mixture was stirred further 0.5 h at -20 C . TLC showed the reaction was completed, and then it was quenched by the addition of MeOH (20 mL). The solvent was removed in vacuo to give the crude product. It was diluted with DCM (50 ml) and the solid was filtered out by filtration. The cake was suspended in H20 (20 mL) and filtered, dried in vacuo to give the product (2.2 g, 50% yield) as a white solid. [0310] 1H NMR (400 MHz, DMSO-d6): 9.76 (s, 1H), 8.12 (s, 2H), 5.07 (br, 1H), 4.59-4.52 (m, 1H), 3.85-3.78 (m, 1H), 2.76-2.72 (m, 2H), 1.91-1.85 (m, 2H). LCMS [mobile phase: from 50% water (0.1% TFA) and 50% CH3CN to 5% water (0.1% TFA) and 95% CH3CN in 6.0 min, finally under these conditions for 0.5 min.] purity is >95%, Rt = 1.84 min; MS Calcd.: 182.2; MS Found: 183.1

At the same time, in my other blogs, there are other synthetic methods of this type of compound,100058-61-5, 3-(Benzyloxy)cyclobutanol, and friends who are interested can also refer to it.

Reference:
Patent; TRIUS THERAPEUTICS INC.; LAWRENCE LIVERMORE NATIONAL SECURITY, LLC; BENSEN, Daniel; BORCHARDT, Allen; CHEN, Zhiyong; FINN, John, M.; LAM, Thanh, To; LEE, Suk, Joong; LI, Xiaoming; TARI, Leslie, William; TENG, Min; TRZOSS, Michael; ZHANG, Junhu; JUNG, Michael, E.; LIGHTSTONE, Felice, C.; WONG, Sergio, E.; NGUYEN, Toan, B.; WO2014/43272; (2014); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 52273-77-5, name is 2-(3-Aminophenyl)ethanol. A new synthetic method of this compound is introduced below., SDS of cas: 52273-77-5

Step 4 Preparation of 3-{2-[6-(4-fluoro-phenyl)-pyridin-2-ylmethoxy]-ethyl}-phenyl amine Using a similar procedure to step 1 of Example 1 222 mg (1 mmol) of the product of step 3 above was reacted with 137 mg (1 mmol) of 3-(2-hydroxy ethyl) phenyl amine. After purification on silica with 40% ethyl acetate:hexane elution, recovered 0.21 g (65%) of an oil. NMR (200 MHz,CDCl3) delta8.11 (m, 2H, ArH), 7.79 (m, 2H, ArH), 7.18-7.38 (m, 6H,ArH), 7.08 (d,J=8 hz,1H,ArH),4.63 (s, 2H, OCH2),4.53(bs,2H,NH2), 3.78 (t, J=7 Hz, 2H, OCH2), 2.92 (t, J=7 Hz,2H,ArCH2)

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 52273-77-5, 2-(3-Aminophenyl)ethanol.

Reference:
Patent; Wyeth; US2003/203941; (2003); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 5020-41-7, Adding some certain compound to certain chemical reactions, such as: 5020-41-7, name is 2-(3-Methoxyphenyl)ethanol,molecular formula is C9H12O2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 5020-41-7.

Step 2: Synthesis of l-(2-bromoethyl)-3-methoxybenzene: [0982] To a stirred solution of 2-(3-methoxyphenyl)ethan-l-ol (0.6 g, 3.94 mmol) in DCM, PPh3 (1.6 g, 5.92 mmol) was added and the solution was stirred at rt for 10 min. Then CBr4 (2.6 g, 7.88 mmol) was added at 0 C. The resulting reaction mixture was stirred at rt for 2 h. The progress of the reaction was monitored by TLC. Upon completion the reaction mass was diluted with water and extracted with DCM. The combined organic layers were dried over Na2S04 and concentrated under reduced pressure. The crude compound was purified by column chromatography to afford the title compound (0.725 g, 85%).

According to the analysis of related databases, 5020-41-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; EPIZYME, INC.; CAMPBELL, John Emmerson; WO2015/10049; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 599-67-7, name is 1,1-Diphenylethanol, the common compound, a new synthetic route is introduced below. Recommanded Product: 599-67-7

acetophenone; 2- methyl tetrahydrofuran solution(including 42.6g acetophenone anhydrous ;2- methyltetrahydrofuran 30mL) Slow drop in at room temperature Example 4 ofPhenyl magnesium bromide Grignard reagent Dropfinish,Temperature rise to80 degrees Celsius reaction 3 Hours TLC Monitoring reactioncompletely, Cooling to 5 DEG C. Add 10% hydrochloric acid to the reaction solution pH=6 ~7, Room temperature continues to react for 1hours get the phenylethanol 2- methyltetrahydrofuran, Added 5.08g Sulfonic acidfunctional ionic liquid catalyst, [DBSDMI]OTf (structural formula II),Water separator device, Temperature rise to refluxdehydration reaction 0.5 hours TLC monitoring reaction is complete,Recovery solvent at atmospheric pressure – methyltetrahydrofuran, vacuum distillationresidue from 106 to 110 DEG /2mmHg fraction was colorless oily Liquid 61.3g, Yield was96%, GC content analysis 99.2%, GC test conditions and examples 1.;

The synthetic route of 599-67-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zhejiang University of Technology; Shangyu Sunfit Chemical Co., Ltd; CHEN, ZHIWEI; SU, WEIKE; JING, LEI; HUANG, SHENGJIAN; CHEN, JIONGMING; (9 pag.)CN103755516; (2016); B;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 3279-95-6, name is 2-(Aminooxy)ethanol. This compound has unique chemical properties. The synthetic route is as follows. Quality Control of 2-(Aminooxy)ethanol

Obtained in Step 3 3,4-difluoro-2- (2-fluoro-4-iodo – phenylamino) -5-vinyl – benzoic acid (180 g, 0.429 mmol) and 3-hydroxy-4-oxo-3 , 4-dihydro-1,2,3-benzotriazine (77.0 g, 0.472 mmol) was dissolved in N, N- dimethylformamide (2 L), 1- (3- dimethylaminopropyl) -3-ethylcarbodiimide hydrochloride salt (87.2 g, 0.455 mol) and the mixture was stirred for 2 hours at room temperature. After confirming the generation and disappearance of the starting material of the active ester in LC-MS, cooling the reaction system to 0 C. The resulting 2-aminooxy in step 5 – ethanol (39.7g, 0.515 mol) and the mixture was stirred for 2 h at 0 C. To confirm the disappearance of the generation and active ester of condensates at the LC-MS. The reaction solution 0.3N hydrochloric acid (2 L) and saturated brine (500 ml) was added and the resulting mixture was extracted with ethyl acetate (2 x 2 L). The organic layers were combined, 0.3N hydrochloric acid (2L), saturated aqueous sodium bicarbonate solution (2 x 2 L), washed with saturated brine (2L), dried over anhydrous sodium sulfate, the objective compound as a white solid concentrated under reduced pressure to 3,4-difluoro-2- (2-fluoro-4-iodo – phenylamino)-N- (2-hydroxy – ethoxy) -5-vinyl – benzamide (179 g, 87%).

With the rapid development of chemical substances, we look forward to future research findings about 3279-95-6.

Reference:
Patent; CHUGAI PHARMACEUTICAL COMPANY LIMITED; UETO, TAKAMITSU; TAKATA, NORIYUKI; (19 pag.)JP2016/34901; (2016); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 5675-51-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 5675-51-4, name is 1,12-Dodecanediol, molecular formula is C12H26O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of 1,12-dodecanediol (1.00 g, 4.94 mmol) in toluene (20 mL) was added aqueous HBr (48%, 0.67 mL, 5.33 mmol) and the resulting mixture was refluxed until the diol was completely consumed by TLC monitoring (48 h). The mixture was cooled to room temperature and quenched with 1M NaOH. The resulting mixture was extracted with EtOAc. The combined organic layer was washed with H2O and brine, dried over MgSO4, and evaporated. The resulting residue was purified by column chromatography (SiO2, hexane/EtOAc 3:1) to furnish S1 (1.11 g, 85%) as a pale yellow oil

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 5675-51-4, 1,12-Dodecanediol.

Reference:
Article; Takagi, Ryukichi; Igata, Nao; Yamamoto, Kazuhiro; Kojima, Satoshi; Journal of Organometallic Chemistry; vol. 696; 8; (2011); p. 1556 – 1564;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 4254-29-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 4254-29-9, name is 2,3-Dihydro-1H-inden-2-ol, molecular formula is C9H10O, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Example 94 yV7,/V7-Dimethyl-7,8-dihydro-6W-indeno[5,6-e][1,2,4]triazine-3,7-diamine 1 -Oxide (111). /V,/V-Dimethyl-2-indanamine (107). Methanesulfonyl chloride (11.5 mL, 149 mmol) was added dropwise to a stirred solution of 2-indanol (106) (20 g, 149 mmol) and JPr2NEt (28.6 mL, 164 mmol) in DCM (300 mL) at 0 0C, and the solution stirred at 20 0C for 16 h. The solution was washed with 1 M HCI (80 mL), aqueous saturated NaHCO3 solution (80 mL) and brine (100 mL), dried and the solvent evaporated. The residue was recrystallised from EtOH to give 2,3-dihydro-1/V-inden-2-yl methanesulfonate (31.14 g, 98%) as a white solid. Aqueous HNMe2 (40%, 180 mL, 1.42 mol) was added slowly to a stirred solution of mesylate (30.25 g, 143 mmol) in DMF (200 mL) and the solution stirred at 20 0C for 16 h. The solution was partitioned between EtOAc (400 mL) and water (800 mL) and the organic fraction washed with water (3 x 80 mL), brine (100 mL), dried and the solvent evaporated. The residue was suspended in 1 M HCI (400 mL) and washed with DCM (3 x 80 mL). The pH of the aqueous fraction was adjusted to 14 with NaOH, the mixture chilled at 5 0C for 8 h and the precipitate filtered. The precipitate was washed with water (50 mL) and dried to give amine 107 (21.54 g, 93%) as a light gray solid: 1H NMR delta 7.10-7.17 (m, 4 H, Harom), 3.01-3.08 (m, 3 H, H-2, CH2), 2.82-2.91 (m, 2 H1 CH2), 2.31 [s, 6 H, N(CHa)2].

While traditionally a conservative industry, chemical producers will need to modernize their PR strategies to stay relevant.we look forward to future research findings about 4254-29-9, 2,3-Dihydro-1H-inden-2-ol.

Reference:
Patent; AUCKLAND UNISERVICES LIMITED; WO2006/104406; (2006); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Synthetic Route of 1737-26-4 ,Some common heterocyclic compound, 1737-26-4, molecular formula is C9H9F3O, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

Under nitrogen atmosphere, to a 15-mL Pyrex glass screw-cap tube were added 1-phenylethanol (1a: 0.613 g, 5 mmol), benzyl alcohol (2a: 0.543 g, 5 mmol), K3PO4 (531 mg, 2.5 mmol), and Pt-Sn/gamma-Al2O3 (catalyst III: 147 mg, 0.075 mol % Pt). The resultant mixture was stirred in the sealed tube at 155 C for 48 h. After cooled to ambient temperature, the catalyst and base were removed by centrifugation and washed with Et2O (2×5 mL). The combined supernatant was condensed under reduced pressure and subject to purification by silica gel column chromatography (eluent: petroleum ether (60-90 C)/EtOAc = 20:1, v/v), affording product 3a as a white solid (1.018 g, 96%).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1737-26-4, 1-[4-(Trifluoromethyl)phenyl]ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Wu, Kaikai; He, Wei; Sun, Chenglin; Yu, Zhengkun; Tetrahedron Letters; vol. 57; 36; (2016); p. 4017 – 4020;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts