Category: alcohols-buliding-blocks

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;,
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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;,
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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;,
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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;,
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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;,
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Reference of 2425-28-7, 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.2425-28-7, name is 2-Bromo-1-phenylethan-1-ol, molecular formula is C8H9BrO, molecular weight is 201.0605, as common compound, the synthetic route is as follows.

General procedure: A round-bottom flask was charged with alcohol (2 mmol), CuOTf (0.1 mmol, 0.05 equiv) (S)-5-(pyrrolidin-2-yl)-1H-tetrazole (0.1 mmol, 0.05 equiv), TEMPO (0.1 mmol, 0.05 equiv), t-BuOK (2 mmol, 1 equiv) and DMF (5 ml). The reaction mixture was stirred at 25 C open to air until the completion of the reaction, as monitored by TLC. The mixture was then diluted with CH2Cl2 (20 ml), washed with water, dried over Na2SO4, and evaporated under vacuum to give the crude product, which was purified by column chromatography to give the pure product.

The chemical industry reduces the impact on the environment during synthesis 2425-28-7, I believe this compound will play a more active role in future production and life.

Reference:
Article; Liu, Yangyang; Xie, Aming; Li, Junjian; Xu, Xiao; Dong, Wei; Wang, Boliang; Tetrahedron; vol. 70; 52; (2014); p. 9791 – 9796;,
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Related Products of 29683-23-6, Adding some certain compound to certain chemical reactions, such as: 29683-23-6, name is Tetrahydro-2H-thiopyran-4-ol,molecular formula is C5H10OS, 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 29683-23-6.

To a 50 mL two-neck flask were added tetrahydro-2H-thiopyran-4-ol (568 mg, 4.80 mmol) and anhydrous tetrahydrofuran (15 mL). Then p-bromophenol (530 mg, 3.00 mmol) was added at 0C, and Ph3P (1.50 g, 5.66 mmol) and diethyl azodicarboxylate (1.00 g, 5.63 mmol) were added at last. The mixture was warmed to rt and stirred for 2 h. The reaction mixture was concentrated in vacuo to remove tetrahydrofuran, and to the residue was added saturated brine (50 mL). The resulting mixture was extracted with EtOAc (30 mL*2). The combined organic layers were washed with saturated brine (30 mL*2), dried over anhydrous Na2SO4, and filtered. The filtrate was concentrated in vacuo, and the residue was purified by silica-gel column chromatography (n-hexane:EtOAc=100:1, V/V) to give a white solid (440 mg, 53.6%). 1H NMR (400 MHz, CDCl3) delta 7.39 (d, J = 8.9 Hz, 1H), 6.80 (d, J = 8.9 Hz, 1H), 4.52-4.17 (m, 1H), 3.02-2.85 (m, 1H), 2.70-2.44 (m, 1H), 2.35-2.14 (m, 1H), 2.05-2.01 (m, 1H).

According to the analysis of related databases, 29683-23-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Sunshine Lake Pharma Co., Ltd.; WANG, Xiaojun; ZHOU, Pingjian; YANG, Chuanwen; HUANG, Changwei; XIONG, Shaohui; ZHANG, Yingjun; ZHANG, Jiancun; (139 pag.)EP3342765; (2018); A1;,
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Adding a certain compound to certain chemical reactions, such as: 112-27-6, 2,2′-(Ethane-1,2-diylbis(oxy))diethanol, 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, 112-27-6, blongs to alcohols-buliding-blocks compound. Application In Synthesis of 2,2′-(Ethane-1,2-diylbis(oxy))diethanol

Compound triethylene glycol (5.0g, 33.3mmol) was dissolved in 10mL of dichloromethane, Et3N (6.7g, 66.6mmol) was added, TsCl (8.9g, 46.6mmol) was added dropwise under ice-dichloromethane solution. After completion of the dropwise addition, the mixture was transferred to room temperature and stirred for 12 hours. After adjusting the pH of the solution to 6 with 6M HCl, 10 mL of water was added, and the mixture was extracted three times with 30 mL of dichloromethane, and the organic phases were combined and dried over anhydrous sodium sulfate. Column chromatography (EA) gave 7.5 g of a yellow liquid product with a yield of 74%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,112-27-6, its application will become more common.

Reference:
Patent; Hangzhou Oulian Pharmaceutical Technology Co., Ltd.; Zhang Xingxian; (22 pag.)CN109928956; (2019); A;,
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Electric Literature of 27489-62-9, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 27489-62-9 as follows.

Compound 29 (1.15 g, 10 mmol), CBzCl (2.14 g, 12 mmol) andTEA (1.23 g, 12 mmol) were dissolved in ACN at 0-5 C and stirredfor 1 h. The reaction mixture was diluted with EtOAc and water.The organic layer was separated and washed with water (2 10mL). After drying with anhydrous Na2SO4, the organic layer wastreated with 1 g of silica gel and evaporated under reduced pressureto give a dry plug. This plug was placed on top of a silica gelcolumn and eluted with CHCl3 and MeOH. Fractions containingthe product (TLC) were pooled and evaporated to afford a whitesolid 30 in 90% yield. mp 161.6-163.8 C (lit39 163-165 C); TLCRf 0.49 (CHCl3: MeOH, 20:1); 1H NMR (CDCl3) d 1.25 (m, 2H,CH2), 1.39 (m, 2H, CH2), 1.50 (d, J = 4.00 Hz, 1H, exch, OH), 1.97(m, 4H, CH2), 3.51 (m, 1H, NCH), 3.60 (m, 1H, OCH), 4.60 (br, 1H,exch, NH), 5.10 (s, 2H, CH2), 7.38 (m, 5H, ArH); HPLC >95%; ESIMSm/z [M+H]+, calcd 250.14, found 250.22.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,27489-62-9, its application will become more common.

Reference:
Article; Xiang, Weiguo; Choudhary, Shruti; Hamel, Ernest; Mooberry, Susan L.; Gangjee, Aleem; Bioorganic and Medicinal Chemistry; vol. 26; 9; (2018); p. 2437 – 2451;,
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Related Products of 107025-44-5 ,Some common heterocyclic compound, 107025-44-5, molecular formula is C9H18O3, 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.

To a solution of 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (0.626 g, 2.40 mmol) in anhydrous tetrahydrofuran (25 mL) was added triphenylphosphine (1.51 g, 5.76 mmol) and diisopropylazodicarboxylate (1.16 g, 5.76 mmol). The mixture was stirred for about five minutes at ambient temperature under a nitrogen atmosphere and 4-(2-methoxyethoxy)-cyclohexanol (JP 61229865, mixture of cis- and trans-isomers, 1.04 g, 5.98 mmol) was added. The reaction mixture was stirred at ambient temperature for about three hours. The tetrahydrofuran was removed under reduced pressure and the crude mixture was stirred in a mixture of acetone (15 mL) and aqueous hydrochloric acid (2 N, 15 mL) for two hours at ambient temperature. The acetone was removed under reduced pressure and the aqueous mixture was neutralized by the addition of saturated aqueous sodium bicarbonate solution such that the pH was approximately 8. The aqueous mixture was extracted with ethyl acetate (3×25 mL) and the combined organic fractions were dried over anhydrous magnesium sulfate. The crude mixture was purified by flash column chromatography on silica gel using ethyl acetate as the mobile phase to provide pure white solids of both trans-3-iodo-1-[4-(2-methoxyethoxy)-cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (200 mg, 0.480 mmol); 1H NMR (DMSO-d6 400 MHz) delta8.18 (s, 1H), 4.59 (m, 1H), 3.56 (dd, 2H), 3.46 (dd 2H), 3.36 (tt 1H), 3.25 (s, 3H), 2.08 (d, 2H), 1.92 (m, 4H), 1.33-1.37 (qd, 2H); m/z: (M+H)+ 418, and cis-3-iodo-1-[4-(2-methoxyethoxy)-cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine (120 mg, 0.288 mmol); 1H NMR (DMSO-d6, 400 MHz) delta8.18 (s, 1H), 4.63 (tt, 1H), 3.58 (t, 1H), 3.52 (td, 2H), 3.50 (td, 2H), 3.29 (s, 3H), 2.15 (q, 2H), 1.95 (d, 2H), 1.61 (m, 4H); m/z: (M+H)+ 418

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. 107025-44-5, 4-(2-Methoxyethoxy)cyclohexanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Wishart, Neil; Friedman, Michael; Arnold, Lee D.; Yang, Bryant; Fix-Stenzel, Shannon R.; Ericsson, Anna; Michaelides, Michael R.; Qian, Xiao-Dong; Holms, James H.; Steinman, Douglas H.; Tian, Zhengping; Wittenberger, Steven J.; US2006/25383; (2006); A1;,
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