Category: alcohols-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 28539-02-8, 1-(Hydroxymethyl)benzotriazole, 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, 28539-02-8, blongs to alcohols-buliding-blocks compound. Product Details of 28539-02-8

(A) N-((1H-Benzo[d][1,2,3]triazol-1-yl)methyl)-N-benzyl-1-phenylmethanamine To a mixture of 1H-benzotriazole-1-methanol (10.06 g) and ethanol (250 mL), dibenzylamine (12.97 mL) was added at room temperature, and the resulting mixture was stirred at room temperature for 1 hour. The solvent was distilled off under reduced pressure, and the precipitate was washed with IPE to obtain the title compound (19.99 g). 1H NMR (300 MHz, DMSO-d6) delta 3.70 (4H, s), 5.58 (2H, s), 7.18-7.46 (11H, m), 7.54 (1H, t, J=7.6 Hz), 7.70 (1H, d, J=8.5 Hz), 8.08 (1H, d, J=8.3 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,28539-02-8, its application will become more common.

Reference:
Patent; Takeda Pharmaceutical Company Limited; HIRAYAMA, Takaharu; FUJIMOTO, Jun; CARY, Douglas Robert; OKANIWA, Masanori; HIRATA, Yasuhiro; (147 pag.)US2017/44132; (2017); A1;,
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Reference of 111-90-0, 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 111-90-0, name is Diethylene Glycol Monoethyl Ether. This compound has unique chemical properties. The synthetic route is as follows.

To a suspension of pure NaH (2.40 g, 100 mmol) in anhyd DME (100 mL) was slowly added 2-(2-ethoxyethoxy)ethanol (13.42 g, 100 mmol) at r.t. After stirring for 30 min, the now clear solution was treated with 3-bromoprop-1-yne (11.9 g, 100 mmol) in PhMe (2 mL) over a period of 15 min (violent reaction) with vigorous stirring. The resulting blend was heated to reflux for 4 h, allowed to cool to r.t., and filtered. Addition of H2O (300 mL) was followed by extraction with CH2Cl2 (3 × 100 mL), and the organic layers were combined, washed with H2O (3 × 100 mL), and dried (MgSO4). Evaporation of the solvents under reduced pressure and vacuum distillation of the residual liquid gave 6a as a colorless liquid; yield: 12.9 g (75%); bp 47-48 C/0.1 Torr. Employment of prop-2-yn-1-yl 4-methylbenzenesulfonate in DME instead of 3-bromoprop-1-yne generated 6a in only 40% yield. IR (film): 3251, 2975, 2868, 2114, 1444, 1349, 1289, 1246, 1107, 1033, 948, 920, 844, 671 cm-1. 1H NMR (300 MHz, CDCl3): delta = 4.19 (d, J = 2.4 Hz, 2 H), 3.68 (AA’BB’m, 4 H), 3.64 (AA’m, 2 H), 3.58 (BB’m, 2 H), 3.51 (q, J = 7.0 Hz, 2 H), 2.40 (t, J = 2.4 Hz, 1 H), 1.19 (t, J = 7.0 Hz, 3 H). 13C NMR (100 MHz, CDCl3): delta = 79.3 (CH), 74.3 (Cquat), 70.4 (CH2), 70.1 (CH2), 69.5 (CH2), 68.8 (CH2), 66.3 (CH2), 58.0 (CH2), 14.8 (CH3). MS (EI, 70 eV): m/z (%) = 173 ([MH+], 55), 127 (10), 117 (10), 103 (20), 83 (40), 73 (100), 59 (70). HRMS (EI, 70 eV): m/z [MH+] calcd for C9H17O3: 173.1178; found: 173.1173.

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 111-90-0, Diethylene Glycol Monoethyl Ether.

Reference:
Article; Dahlmann, Uwe; Vollhardt, K. Peter C.; Synthesis; vol. 52; 8; (2020); p. 1287 – 1300;,
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Related Products of 62058-03-1, 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 62058-03-1, name is trans-4-Aminoadamantan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: To a solution of ethyl 1-phenyl-5-(2-methyl-4-oxobutan-2-yl)-1H-pyrazole-4-carboxylate 14b (45 mg, 0.15 mmol) in CHCl3 (9 mL) was added trans-5-hydroxy-2-adamantylamine (25 mg, 0.15 mmol), acetic acid (0.025 mL, 0.45 mmol) and sodium triacetoxyborohydride (85 mg, 0.45 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl. The combined organic layer was dried over Na2SO4 and concentrated in vacuo. The residue was dissolved in methanol (0.30 mL), and added 1.0 N NaOH (0.22 mL, 0.22 mmol) at room temperature. After stirring at ambient temperature for 16 hours, the solvent was removed under vacuum. The mixture of the residue in CHCl3 (1.5 mL) and DIPEA (0.078 mL, 0.45 mmol) and HBTU (35 mg, 0.15 mmol) was stirred at room temperature. After 16 hours, the reaction mixture was quenched with aq. NaHCO3, extracted with CHCl3, and washed with aq. NaCl., then purified with column chromatography (silica gel, eluting with CHCl3/methanol) to give the title compound as a white solid (0.025 g, 42 percent yield).

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 62058-03-1, trans-4-Aminoadamantan-1-ol.

Reference:
Article; Udagawa, Shuji; Sakami, Satoshi; Takemura, Takahiro; Sato, Mikiya; Arai, Takahiro; Nitta, Aiko; Aoki, Takumi; Kawai, Koji; Iwamura, Tomokatsu; Okazaki, Seiji; Takahashi, Takehiro; Kaino, Mie; Bioorganic and Medicinal Chemistry Letters; vol. 23; 6; (2013); p. 1617 – 1621;,
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Application of 440-60-8, 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. 440-60-8, name is (Perfluorophenyl)methanol, molecular formula is C7H3F5O, 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.

(a) 2,2-Dimethyl-3-dichlorovinyl-cyclopropanecarboxylic acid pentafluorobenzyl ester STR28 0.1 mole of 2,2-dimethyl-3-dichlorovinyl-cyclopropanecarboxylic acid chloride (cis/trans) was added dropwise at 70 C. to 0.1 mole of pentafluorobenzyl alcohol. The mixture was then heated at 120 C. for a few minutes until gas evolution ceased. The yield of an oil, which was pure by thin-layer chromatography, was quantitative. b.p.0.1 120-130 C. Spectroscopic data: IR (cm-1): 2,900, 1,740, 1,660, 1,510, 1,460, 1,415, 1,385, 1,355, 1,310, 1,220, 1,161, 1,130, 1,080, 1,050, 995, 970, 940, 810, 780. mass spectrum (m/e): 181, 163, 165, 91, 127, 109, 191, 207, 353, 388 (M). NMR (ppm): 6.6 and 5.6 d (1), 5.2 s (2), 0.8-2.4 m (8).

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 440-60-8, (Perfluorophenyl)methanol.

Reference:
Patent; Bayer Aktiengesellschaft; US4183950; (1980); 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. 61487-25-0, name is (2-Amino-3-chlorophenyl)methanol, the common compound, a new synthetic route is introduced below. Quality Control of (2-Amino-3-chlorophenyl)methanol

Example 83 – Preparation of 2-acetoxymethyl-6-chloro aniline This material was prepared from 2-amino-3-chlorobenzyl alcohol and acetyl chloride by the general procedure outlined in Example 82. The product was isolated as an amber oil and was characterized by IR and 1H NMR spectroscopy and combustion analysis.

The synthetic route of 61487-25-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE DOW CHEMICAL COMPANY; EP142152; (1991); B1;,
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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;,
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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;,
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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;,
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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;,
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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;,
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