Category: alcohols-buliding-blocks

Reference of 5456-63-3 , The common heterocyclic compound, 5456-63-3, name is trans-2-Aminocyclohexanol hydrochloride, molecular formula is C6H14ClNO, 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 1-[4-(1H-pyrazol-1-yl)benzyl]-4-oxo-1,4-dihydrocinnoline-3-carboxylic acid (100 mg) obtained in Reference Example 8 in DMF (4 mL) were added (1,2-trans)-2-hydroxycyclohexylamine hydrochloride (65 mg), N1-[(ethylimino)methylene]-N3,N3-dimethylpropane-1,3-diamine hydrochloride (83 mg), 1H-benzo[d][1,2,3]triazol-1-ol monohydrate (66 mg) and triethylamine (0.11 mL), and the mixture was stirred at room temperature for 15 hr. Water (10 mL) was added to the reaction solution, the mixture was stirred, and the precipitated solid was collected by filtration and dried to give the title compound (104 mg). MS (ESI+): [M+H]+ 444.2 1H NMR (400 MHz, DMSO-d6) delta 1.20-1.39 (4H, m), 1.57-1.71 (2H, m), 1.87 (1H, brs), 2.06 (1H, brs), 3.37-3.46 (1H, m), 3.65-3.77 (1H, m), 4.84 (1H, d, J = 4.9 Hz), 5.95 (2H, s), 6.53 (1H, s), 7.44 (2H, d, J = 8.6 Hz), 7.62 (1H, t, J = 7.5 Hz), 7.72 (1H, s), 7.81 (2H, d, J = 8.6 Hz), 7.85-7.99 (2H, m), 8.30 (1H, d, J = 8.1 Hz), 8.46 (1H, d, J = 2.2 Hz), 9.78 (1H, d, J = 7.6 Hz).

The synthetic route of 5456-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Takeda Pharmaceutical Company Limited; SAKAMOTO, Hiroki; SUGIMOTO, Takahiro; EP2821401; (2015); 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.1475-13-4, name is 1-(2,4-Dichlorophenyl)ethanol, molecular formula is C8H8Cl2O, molecular weight is 191.0545, as common compound, the synthetic route is as follows.Computed Properties of C8H8Cl2O

Example 121 5-(2-Piperidino-ethyl)-2-methyl-1H-indole-3-carboxylic Acid-1-(2,4-dichlorophenyl)-ethyl Ester The procedure for Example 65 was followed, substituting 1-(2,4-dichlorophenyl)ethanol for (S)-phenylethanol, and substituting piperidine for diethylamine. ESI+MS m/z 459 (M+1).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1475-13-4, 1-(2,4-Dichlorophenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Patent; Millennium Pharmaceuticals, Inc.; US2003/64991; (2003); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Related Products of 87327-65-9, 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.87327-65-9, name is 1-(2,6-Difluorophenyl)ethanol, molecular formula is C8H8F2O, molecular weight is 158.15, as common compound, the synthetic route is as follows.

Example 35A rac-Ethyl 8-[1-(2,6-difluorophenyl)ethoxy]-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylate 5.50 g (23.5 mmol) of ethyl 8-hydroxy-2,6-dimethylimidazo[1,2-a]pyridine-3-carboxylate Example 20A together with 4.46 g (28.2 mmol) of 1-(2,6-difluorophenyl)ethanol, 5.35 ml (27.0 mmol) of diisopropyl azodicarboxylate and 7.08 g (27.0 mmol) of triphenylphosphine were dissolved in 141 ml of THF, and the mixture was stirred at RT for 2 h. 0.70 ml (3.5 mmol) of diisopropyl azodicarboxylate and 0.62 g (2.3 mmol) of triphenylphosphine were added to the reaction mixture, and the reaction solution was stirred at RT for 1 h. The precipitated solid was filtered off and dried under high vacuum. This gave 4.6 g (52.8% of theory, purity 100%) of the title compound. The filtrate was concentrated and purified twice by silica gel chromatography (cyclohexane/ethyl acetate gradient=8/1 to 4/1). All product-containing fractions were purified again by preparative HPLC (RP18 column; mobile phase: acetonitrile/water gradient with addition of 0.1% TFA). This gave another 2.16 g (25% of theory) of the target compound. (0676) LC-MS (Method 1): Rt=1.08 min (0677) MS (ESpos): m/z=375 (M+H)+ (0678) 1H-NMR (400 MHz, DMSO-d6): delta=1.34 (t, 3H), 1.79 (d, 3H), 2.25 (s, 3H), 2.58 (s, 3H), 4.33 (q, 2H), 6.17 (q, 1H), 6.73 (s, 1H), 7.06-7.16 (m, 2H), 7.37-7.48 (m, 1H), 8.67 (s, 1H).

Statistics shows that 87327-65-9 is playing an increasingly important role. we look forward to future research findings about 1-(2,6-Difluorophenyl)ethanol.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; VAKALOPOULOS, Alexandros; VALOT, Gaelle; LINDNER, Niels; FOLLMANN, Markus; WUNDER, Frank; STASCH, Johannes-Peter; MARQUARDT, Tobias; REDLICH, Gorden; DIETZ, Lisa; Ll, Volkhart Min-Jian; (94 pag.)US2017/57954; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 2240-88-2, Adding some certain compound to certain chemical reactions, such as: 2240-88-2, name is 3,3,3-Trifluoropropan-1-ol,molecular formula is C3H5F3O, 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 2240-88-2.

Intermediate Example, 1-11Acid 30: 6-(3,3,3-Trifluoropropoxy)nicotinic acidTo a solution of potassium tert-butoxide (0.864 g, 7.7 mmol) in tetrahydrofuran (10 mL) 3,3,3-trifluoropropan-l-ol (0.878 g, 7.7 mmol) was added at 0 0C. After 5 min ethyl 6- chloronicotinate (1.3 g, 7.0 mmol) was added to the stirred solution. The mixture was allowed to reach ambient temperature and stirred for an additional 2 h. Brine was added and the mixture was extracted with ethyl acetate. The organic phase was dried over sodium sulfate, filtered and concentrated in vacuo. The residue (1.26 g, 4.8 mmol) was dissolved in a mixture of tetrahydrofuran (4 mL) and water (1 mL) and treated with lithium hydroxide (0.126 g, 3.0 mmol). The mixture was stirred at ambient temperature for 16 h and the tetrahydrofuran was removed in vacuo. Water (5 mL) was added and the pH adjusted to 2 with hydrochloric acid (4 M). The resulting precipitate was collected by filtration, washed with water and dried in vacuo to give 0.913 g (81percent yield) of the title compound: 1H NMR (DMSO-J6) delta 8.72 (d, 1 H), 8.16 (dd, 1 H), 6.91 (d, 1 H), 4.56 (t, 2 H), 2.81 (dd, 2 H); MS (ESI) m/z 236 [M+H]+.

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. 2240-88-2, 3,3,3-Trifluoropropan-1-ol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ASTRAZENECA AB; WO2008/130321; (2008); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

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. 2240-88-2, name is 3,3,3-Trifluoropropan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 3,3,3-Trifluoropropan-1-ol

a){(R)-5,5-Difluoro-4-methyl-4-[3-(3,3,3-trifluoro-propoxy)-phenyl]-5,6-dihydro-4H-[1,3]oxazin-2-yl}-di(carbamic acid tert-butyl ester)A solution of [(R)-5,5-difluoro-4-(3-hydroxy-phenyl)-4-methyl-5,6-dihydro-4H-[1,3]oxazin-2-yl]-di(carbamic acid tert-butyl ester) (intermediate G3.1) (40 mg, 90.4 mumol), 3,3,3-trifluoropropan-1-ol (20.6 mg, 181 mumol), and triphenylphosphine (48.9 mg, 181 mumol) in tetrahydrofuran (1.2 ml) was treated dropwise with a solution of diethyl azodicarboxylate (40percent in toluene; 86.6 mg, 91.1 mul, 199 mumol) at room temperature over a period of 2 minutes.The mixture was stirred at room temperature for 20 hours.For the workup, the solvent was removed at reduced pressure, and the thus obtained residue was purified on a preparative silica gel TLC using a 4:1-mixture of heptane and ethyl acetate as the eluent.The {(R)-5,5-difluoro-4-methyl-4-[3-(3,3,3-trifluoro-propoxy)-phenyl]-5,6-dihydro-4H-[1,3]oxazin-2-yl}-di(carbamic acid tert-butyl ester) (8.3 mg, 17percent yield) was obtained as a light yellow oil. MS (ISP): m/z=539.4 [M+H]+.

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, 2240-88-2, 3,3,3-Trifluoropropan-1-ol.

Reference:
Patent; Hilpert, Hans; Narquizian, Robert; Pinard, Emmanuel; Polara, Alessandra; Rogers-Evans, Mark; Woltering, Thomas; Wostl, Wolfgang; US2012/295900; (2012); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Reference of 7287-82-3, 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. 7287-82-3, name is 1-(2-Methylphenyl)ethanol. A new synthetic method of this compound is introduced below.

General procedure: In a typical process, into a 5-ml two-necked round-bottomflask equipped with a magnetic stirrer were addedRu(pbbp)(pydic) (0.002 mmol) and alcohol (2 mmol)successively at room temperature. The mixture washeated to 60 C under stirring, and then TBHP (70%aqueous solution) was slowly dropped in 0.5 h. Thereaction was monitored by GC equipped with a SE 54column (30 m 9 0.5 lm). After reaction, the product waspurified by column chromatography over silica gel (eluent:n-hexane/ethyl acetate) and characterized by 1HNMR.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7287-82-3, 1-(2-Methylphenyl)ethanol, and friends who are interested can also refer to it.

Reference:
Article; Zhang, Yuecheng; Chu, Ruosi; Zhang, Hongyu; Zhao, Jiquan; Transition Metal Chemistry; vol. 42; 2; (2017); p. 105 – 116;,
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. 13401-56-4, name is 3-Chloro-2,2-dimethylpropan-1-ol. A new synthetic method of this compound is introduced below., name: 3-Chloro-2,2-dimethylpropan-1-ol

2. Preparation of 3-Chloro-2,2-dimethyl-1-trimethylsilyloxy-propane at 100 C., Lot 9279 A 500 milliliter, three-necked flask was fitted with a large magnetic stir bar, a reflux condenser, a thermocouple attached to a THERM-O-WATCH, a 125 ml. pressure-equalizing addition funnel, and an argon inlet. This apparatus was dried in an oven overnight at 125 C., assembled hot, and allowed to cool to room temperature in a stream of argon. The flask was charged with 122.68 grams (1.00 mole, 1.00 equivalent) of 3-chloro-2,2-dimethyl-1-propanol. Hexamethyldisilazane, 83.35 grams (0.516 mole, 0.516 equivalent), was then added dropwise via the addition funnel. Trimethylsilylchloride catalyst, one ml., was added via a syringe. An immediate exotherm of 23.4 C. was observed. A white precipitate also formed when the catalyst was added. The reaction mixture was heated to 100 C. with a heating mantle, controlled by the THERM-O-WATCH. Periodically, an aliquot was removed, filtered through a 0.45 micron syringe filter, and analyzed by Gas Chromatography (GC), thirty meter*0.53 mm AT-1 column. After twenty-four hours at 100 C., both of the starting materials were still present. Therefore, an additional 0.5 ml. of trimethylsilylchloride was added. After forty-eight hours at 100 C., both of the starting materials were still present. Therefore, an additional 0.5 ml. of trimethylsilylchloride was added. After a total of seventy-two hours at 100 C., all the starting 3-chloro-2,2-dimethyl-1-propanol had been consumed, with the formation of a single, higher-boiling component. The heat source was removed. After the reaction mixture had cooled to room temperature, it was transferred to a medium porosity sintered glass filter. The filtrate was collected in a dry 250 ml. bottle. This afforded a clear, very pale yellow solution, yield=178.37 grams (91.65% yield).

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, 13401-56-4, 3-Chloro-2,2-dimethylpropan-1-ol.

Reference:
Patent; FMC Corporation; US5543540; (1996); A;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 3344-77-2, 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.3344-77-2, name is 12-Bromododecan-1-ol, molecular formula is C12H25BrO, molecular weight is 265.23, as common compound, the synthetic route is as follows.

To a solution of S1 (680 mg, 2.58 mmol) in CH2Cl2 (4.6 mL) were added 3,4-dihydro-2H-pyran (0.35 mL, 3.89 mmol) and pyridinium p-toluene sulfonate (6.59 mg, 26.2 mumol). The reaction mixture was stirred at room temperature for 4 h and then diluted with CH2Cl2. The resulting mixture was washed with sat. NaHCO3 and brine, dried over MgSO4, and evaporated. The resulting residue was purified by column chromatography (SiO2, hexane:EtOAc 30/1) to furnish S2 (763 mg, 85percent) as a colorless oil

Statistics shows that 3344-77-2 is playing an increasingly important role. we look forward to future research findings about 12-Bromododecan-1-ol.

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

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. 3068-00-6, name is 1,2,4-Butanetriol. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 1,2,4-Butanetriol

General procedure: To a stirring solution of benzophenone (1 eq.) in anhydrous toluene, at room temperature and under nitrogen atmosphere, 1,2,4-butantriol (2 eq.) and pTSA (cat.) were added. The mixture was refluxed for 24?h, using Dean-Stark trap to remove the forming water. The mixture was then cooled at room temperature, and diluted with Et2O. The organic phase was washed with NaHCO3 saturated solution, brine, dried over anhydrous Na2SO4 and concentrated. The crude was purified by column chromatography (cyclohexane:EtOAc 85:15) to give alcohols 40 and 42.4.1.5.1 2-(2,2-Diphenyl-1,3-dioxolan-4-yl)ethan-1-ol (40) Colorless liquid (65% yield). 1H NMR (200MHz, DMSO-d6) delta 1.56-1.90 (m, 2H), 3.39-3.75 (m, 2H), 3.97-4.28 (m, 2H), 4.48 (t, J=5.1Hz, 1H), 7.16-7.53 (m, 10H). MS (ESI): m/z [M + H]+: 270.1.

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, 3068-00-6, 1,2,4-Butanetriol.

Reference:
Article; Franchini, Silvia; Sorbi, Claudia; Linciano, Pasquale; Carnevale, Gianluca; Tait, Annalisa; Ronsisvalle, Simone; Buccioni, Michela; Del Bello, Fabio; Cilia, Antonio; Pirona, Lorenza; Denora, Nunzio; Iacobazzi, Rosa Maria; Brasili, Livio; European Journal of Medicinal Chemistry; vol. 176; (2019); p. 310 – 325;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Application of 575-03-1, Adding some certain compound to certain chemical reactions, such as: 575-03-1, name is 7-Hydroxy-4-(trifluoromethyl)coumarin,molecular formula is C10H5F3O3, 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 575-03-1.

Commercially available 7-hydroxy-4-(trifluoromethyl)coumarin 4 (0.10 g, 0.43 mmol) in MeOH(10 mL) was added into a solution of tetrabutylammonium hydroxide (0.17 g, 0.65 mmol) inMeOH (10 mL) at room temperature. After the addition was complete, stirring was continued atroom temperature for 30 min. The solvent was then removed in vacuo and the residue trituratedwith Et2O; this afforded the tetrabutylammonium salt of coumarin 4? as a yellow powder thatwas dried under high vacuum and gave satisfactory spectroscopic data. Yield: 0.15 g (73percent);

According to the analysis of related databases, 575-03-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Mulugeta, Endale; He, Qing; Sareen, Divya; Hong, Seong-Jin; Oh, Ju Hyun; Lynch, Vincent M.; Sessler, Jonathan L.; Kim, Sung Kuk; Lee, Chang-Hee; Chem; vol. 3; 6; (2017); p. 1008 – 1020;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts