Category: alcohols-buliding-blocks

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. 1736-74-9, name is 4-(Trifluoromethoxy)benzyl alcohol, molecular formula is C8H7F3O2, 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. 1736-74-9

General procedure: To a stirred solution of alcohol 2 (1 mmol) in dry ether (10 mL)was added phosphorus tribromide (0.5 mL) dropwise at 0 C and the reaction mixture was stirred for 0.5 h. After completion of thereaction (TLC monitoring), the reaction mixture was carefullypoured over ice, and the aqueous phase was extracted with ether.The combined organic layers werewashed with NaHCO3 and water,followed by brine. Drying over Na2SO4 and evaporation of thesolvents under reduced pressure affords the desired benzyl bromide3 which was used without further purification.

The chemical industry reduces the impact on the environment during synthesis 1736-74-9, I believe this compound will play a more active role in future production and life.

Reference:
Article; Sri Ramya; Angapelly, Srinivas; Guntuku, Lalita; Singh Digwal, Chander; Nagendra Babu, Bathini; Naidu; Kamal, Ahmed; European Journal of Medicinal Chemistry; vol. 127; (2017); p. 100 – 114;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

4654-39-1, Adding some certain compound to certain chemical reactions, such as: 4654-39-1, name is 2-(4-Bromophenyl)ethanol,molecular formula is C8H9BrO, 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 4654-39-1.

EXAMPLE 10 This example demonstrates the preparation of 2-AMINO-2- [2- (2 , 3′, 4′- trimethoxybiphenyl-4-yl) ETHYL]-1, 3-propanediol hydrochloride. (10-1) PREPARATION OF 2- (4-BROMOPHENYL) ETHYL IODIDE Methanesulfonylchloride (11.5 ml) was added to a solution of 2- (4- BROMOPHENYL) ethylalcohol (25.0 G) and triethylamine (22.6 ml) in dichloromethane (250 ml) at 0 C. The resulting suspension was stirred at room temperature for 2 hours. The reaction mixture was washed with brine and dried over sodium sulfate and concentrated in vacuo to yield a red oil (39. 1 g). Sodium iodide (18.6 g) was added to a solution of methanesulfonate in 2-butanone (400 ml), and the resulting suspension was heated under reflux for 4.5 hours. The reaction mixture was diluted with ethyl acetate and washed with water, 10% aqueous sodium thiosulfate, and brine. The organic layer was dried over sodium sulfate and concentrated in vacuo. Purification by silica-gel column chromatography using hexane/ethyl acetate 30: 1 gave the title compound (34.2 g) as a colorless oil.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 4654-39-1.

Reference:
Patent; Mitsubishi Pharma Corporation; WO2005/14525; (2005); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

109-83-1, 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. 109-83-1, name is 2-(Methylamino)ethanol, molecular formula is C3H9NO, 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.

N-Methylethanolamine (2.0 g, 26.63 mmol) was added to a solution of sodium methoxide (1.44 g, 26.63 mmol, 6.0 mL of a 25% w/v solution in methanol) and ether (30 mL) with stirring at 25 C. The flask was evacuated and then charged with nitric oxide (NO) (40 psi internal pressure) and stirred at 25 C for 24 hrs. The product was isolated by filtration and then suspended in ether (30 mL) and stirred for 15 min. The suspension was filtered, collected and dried at 25 C under reduced pressure to give (NS-06) as a white fine powder (2.72 g, 65% yield). 1H NMR (400 MHz, D20) delta 3.42-3.40 (m, 2H), 2.95-2.92 (m, 2H), 2.63 (s, 3H).

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. 109-83-1, 2-(Methylamino)ethanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SARMONT LLC; MARTINEZ, Eduardo J.; TALLEY, John J.; JEROME, Kevin D.; BOEHM, Terri L.; WO2015/108835; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

7287-81-2, 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. 7287-81-2, name is 1-(m-Tolyl)ethanol. A new synthetic method of this compound is introduced below.

General procedure: A 1,2-dichloroethane (2.0 mL) solution of alcohol 1 (0.3 mmol), enol acetate 2 (0.3 mmol), andReBr(CO)5 (5 mol%) was stirred under an atmosphere of nitrogen at 80 C for 5 h. After the reactionwas complete, H2O was added to the reaction mixture and extracted with ethyl acetate. The organiclayer was dried with MgSO4. The resulting mixture was filtered, and the filtrate was concentrated.Purification of the residue by silica gel column chromatography afforded carbonyl compounds.Further purification was carried out by recyclable preparative HPLC, if necessary. The structures ofthe products were assigned by their 1H and 13C-NMR, and mass spectra. The product was characterizedby comparing its spectral data with those of authentic sample or previous reports 3a,S1 3b,S2 3c,S2a3d,S2a,S3 3f,S4 3h,S5 3i,S6 3j,S7 3k,S4 3l,S8 3m,S9 3n,S2a 3o,S5 3q,S10 3t,S2a,S11 and 3u. S12 The structures of theproducts (3g, 3o, 3p, 3q, 3r, 3s, and 3v) were assigned by their 1H and 13C NMR, IR and mass spectra

At the same time, in my other blogs, there are other synthetic methods of this type of compound,7287-81-2, 1-(m-Tolyl)ethanol, and friends who are interested can also refer to it.

Reference:
Article; Umeda, Rui; Takahashi, Yuuki; Nishiyama, Yutaka; Tetrahedron Letters; vol. 55; 44; (2014); p. 6113 – 6116;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 23147-58-2, Glycerol aldehyde dimer, 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, 23147-58-2, blongs to alcohols-buliding-blocks compound. 23147-58-2

A mixture of final compound 2 (prepared according to Bl. b) (0.001 mol, 0.5 g), 1,4- dioxane-2,5-diol (0. 001 mol, 0.113 g) and 3-thiophene boronic acid (0. 001 mol, 0.106 g) in ethanol (5 ml) was stirred at room temperature for 18 hours. This was followed by addition of solution OF KC03 (10 %) and extracted with ethyl acetate. The combined organic layers were dried (MgSO4), filtered and concentrated under vacuum. The residue (0.6 g) was purified by column chromatography over silica gel (eluent: CH2Cl2/MeOH/NH40H 93/07/0.5) and the product fractions were concentrated. Yield: 0.075 g (12 %) of final compound 349.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,23147-58-2, its application will become more common.

Reference:
Patent; JANSSEN PHARMACEUTICA N.V.; WO2004/56799; (2004); A2;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

4728-12-5, 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. 4728-12-5, name is (2,2-Dimethyl-1,3-dioxan-5-yl)methanol, molecular formula is C7H14O3, 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.

Methyl 5-Hydroxy-1 /-/-indole-2-carboxylate (0.10 g, 0.5 mmol), triphenylphosphine (0.28 g, 1.0 mmol), diethyl azodicarboxylate (0.18 g, 1.0 mmol) and (2,2-dimethyl- 1 ,3-dioxan-5-yl)methanol (0.15 g, 1.0 mmol) were dissolved in CH2CI2 (5 ml.) and the mixture was stirred overnight. The solvent was evaporated. Purification was accomplished by Reverse-Phase HPLC (water/acetonitrile with 0.1percentTFA). The desired fractions were neutralized with saturated NaHCObeta and extracted with EtOAc. The organic extracts were combined dried over Na2SO4, filtered and evaporated to afford the title compound (0.15 g, 90percent) as a tan solid. 1H NMR (400 MHz, DMSO-c/6): delta ppm 1 1.74 (br. s., 1 H), 7.29 (d, 1 H), 7.09 (d, 1 H), 7.01 (d, 1 H), 6.88 (dd, 1 H), 3.92 – 4.01 (m, 4 H), 3.81 (s, 3 H), 3.72 (dd, 2 H), 1.97 – 2.08 (m, 1 H), 1.31 (s, 3 H), 1.28 (s, 3 H). MS: m/z 342.2 (M+23).

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. 4728-12-5, (2,2-Dimethyl-1,3-dioxan-5-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2008/154271; (2008); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

4541-15-5 ,Some common heterocyclic compound, 4541-15-5, molecular formula is C12H18O2, 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.

Preparation of Intermediate 1a: 5-(benzyloxy)pentyl methanesulfonate. [0387] Et3N (10.79 mL, 78 mmol) was added in one portion by syringe to a solution of 5-Benzyloxy-1 -pentanol (10.08 g, 51 .9 mmol) in DCM (75 mL) in a round bottom flask charged with a magnetic stir bar at 0C under N2. Next, MsCI (4.85 mL, 62.3 mmol) was added dropwise by syringe in 4 separate portions at a rate such that the internal temperature did not exceed 15C. The reaction was allowed to continue to stir for 1 hour, after which it was diluted with H20 (200 mL) and DCM (150 mL). The organic layer was separated, and the aqueous layer was washed with DCM (225 mL). The combined organic layers were washed with brine (200 mL), dried with Na2S04, filtered, and concentrated under reduced pressure to provide the title compound as a crude orange oil (14.46 g, 99%). [0388] Mass spectroscopy (“MS”) (m+1 ) = 272.9.

According to the analysis of related databases, 4541-15-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; BYERS, Crystal; CAPLAN, Shari Lynn; GAMBER, Gabriel Grant; HAHM, Seung; HELDWEIN, Kurt Alex; SPLAWSKI, Igor; ZABAWA, Thomas; ZECRI, Frederic; WO2015/95351; (2015); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 623-50-7, Ethyl 2-hydroxyacetate, 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, 623-50-7, blongs to alcohols-buliding-blocks compound. 623-50-7

To a solution of compound 1 (200 g, 1.92 mol) in DCM (dichloromethane, 2L) was added TBDPSi-CI (tert-butyldiphenylsilyl chloride, 527 g, 1 .92 mol) and the mixture was stirred at room temperature for 20 min untill it dissolved. Then imidazole (261.9 g, 3.85 mol) was added portionwise over 20 min. The resulting mixture was stirred at room temperature for 5 h. To the mixture was added sat.NFUCI (2L), and the aqueous layer extracted with DCM. The combined organics were washed with brine, dried over anhydrous Na2SC”4 and concentrated in vacuum. The resulting crude product was purified by silica-gel column (petroleum ether:acetic acid ethyl ester (PE:AcOEt = 80:1 ) to give 300 g of compound 2 (yield 47.6%). H-NMR (CDCIs): delta= 7.68-7.70 (m, 4H), 7.26-7.43 (m, 6H), 4.23 (s, 2H), 4.14 (q, J= 6.8 Hz, 2H), 1 .22 (t, J= 6.8 Hz, 3H), 1 .09 (s, 9H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,623-50-7, its application will become more common.

Reference:
Patent; BASF SE; MICHROWSKA-PIANOWSKA, Anna, Aleksandra; KORDES, Markus; HUTZLER, Johannes; NEWTON, Trevor, William; EVANS, Richard, Roger; KREUZ, Klaus; GROSSMANN, Klaus; SEITZ, Thomas; KLOET, Andree van der; WITSCHEL, Matthias; PARRA RAPADO, Liliana; LERCHL, Jens; WO2013/104561; (2013); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

19064-18-7, 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. 19064-18-7, name is (2,6-Difluorophenyl)methanol. A new synthetic method of this compound is introduced below.

Example 178 (R)-2-Ethyl-piperazine-1-carboxylic acid 2,6-difluoro-benzyl ester This compound was prepared from (R)-4-chlorocarbonyl-3-ethyl-piperazine-1-carboxylic acid tert-butyl ester and 2,6-difluorobenzylalcohol via (R)-2-ethyl-piperazine-1,4-dicarboxylic acid 4-tert-butyl ester 1-(2,6-difluoro-benzyl)ester according to the procedures described in Example 177 to give the product as a yellowish oil (69 mg); MS (ISP): 285.2 (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. 19064-18-7, (2,6-Difluorophenyl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Adams, David Reginald; Bentley, Jonathan Mark; Davidson, James Edward Paul; Dawson, Claire Elizabeth; George, Ashley Roger; Mansell, Howard Langham; Mattei, Patrizio; Mizrahi, Jacques; Nettekoven, Matthias Heinrich; Pratt, Robert Mark; Roever, Stephan; Roffey, Jonathan Richard Anthony; Specklin, Jean-Luc; Stalder, Henri; Wilkinson, Kerry; US2002/143020; (2002); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

A common compound: 5339-85-5, name is 2-(2-Aminophenyl)ethanol,molecular formula is C8H11NO, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below., 5339-85-5

General procedure: A test tube (25 mL) wascharged with 2-aminophenethyl alcohol 1? (0.5 mmol, 1 equiv), aldehyde 2?? (0.75mmol, 1.5 equiv), AgOTf (0.025 mmol, 5 mol%), HOTf (0.05 mmol, 10 mol%), and toluene (3 mL) were added. Themixture was stirred at 120 oC in air for 12 hours, thereaction was cooled down to room temperature, the mixture was quenched by sat.aq. NaHCO3, and diluted with 10 mL dichloromethane and washed with10 mL H2O. The aqueous layer was extracted twice withdichloromethane (10 mL) and the combined organic phase was dried over Na2SO4.After evaporation of the solvents, the residue was purified by silica gelchromatography (hexane/AcOEt = 30:1).

With the rapid development of chemical substances, we look forward to future research findings about 5339-85-5.

Reference:
Article; Xu, Xuefeng; Zhang, Xu; Liu, Wenming; Zhao, Qiang; Wang, Zhiqiang; Yu, Lintao; Shi, Fu; Tetrahedron Letters; vol. 56; 24; (2015); p. 3790 – 3792;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts