Month: March 2022

Adding a certain compound to certain chemical reactions, such as: 626-95-9, 1,4-Pentanediol, 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, SDS of cas: 626-95-9, blongs to alcohols-buliding-blocks compound. SDS of cas: 626-95-9

General procedure: An aqueous solution containing 1,4-butanediol (0.5 mmol),cyclohexene (5 mmol, 0.506 mL, 10 equiv), KOH (25 mol%,0.007 g, 0.125 mmol), and 1 or 2 (10 mol%, 0.0506 g or 0.051 g,0.05 mmol) was heated to 100 C for 48 h in a sealed vessel. Oncompletion of the reaction, the products were extracted withDCM and injected into gas chromatography. gamma-Butyrolactonewith 73% and 84% yields was observed with the formation ofcyclohexane with 22% and 24% yields.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,626-95-9, 1,4-Pentanediol, and friends who are interested can also refer to it.

Reference:
Article; Bhatia, Anita; Kannan, Muthukumar; Muthaiah, Senthilkumar; Synlett; vol. 30; 6; (2019); p. 721 – 725;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 261763-21-7, (5-Chloro-2-(trifluoromethyl)phenyl)methanol, 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, COA of Formula: C8H6ClF3O, blongs to alcohols-buliding-blocks compound. COA of Formula: C8H6ClF3O

To a solution of(5-chloro-2- (trifluoromethyl)phenyl)methanol (400 mg, 1.90 mmol)and triethylamine (0.794 mL, 5.70mmol) in DCM (8 mL) was added methanesulfonyl chloride (0.148 mL, 1.90 mmol) at 0C. The reaction was stirred for 1 hour at 0 C, then quenched with water (10 mL) and extracted with DCM (10 mL x 3). The combined organic layers were washed with brine (saturated, 10 mL), dried over Mg504 and filtered. The filtrate was concentrated under reduced pressure to give the title compound, which was used in the next step without purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,261763-21-7, (5-Chloro-2-(trifluoromethyl)phenyl)methanol, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; MILLER, Michael; CHOBANIAN, Harry, R.; HE, Shuwen; HAO, Jinsong; PIO, Barbara; GUO, Yan; XIAO, Dong; (213 pag.)WO2018/118670; (2018); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 55977-10-1, 3-Bromo-7-hydroxy-4-methylchromen-2-one, 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, category: alcohols-buliding-blocks, blongs to alcohols-buliding-blocks compound. category: alcohols-buliding-blocks

General procedure: The appropriate 7-hydroxycoumarin 1a-g (2.0 mmol for 2a-gand 2i-r; 3.0 mmol for 1h) was suspended in anhydrous acetone(10 mL) before adding potassium carbonate (for 2a-g and 2i-r: 0.83 g, 6.0 mmol; for 1h: 1.2 g, 9.0 mmol), the suitable monohalide(for 1h: 2-[4-(bromomethyl)phenyl]ethanol, 3.0 mmol) or dihalide(for 2a-g and 2i-r: 6.0 mmol of alpha,alpha’-dibromo(chloro)-xylenes or trans-1,4-dibromo-2-butene; 10 mmol of 1,omega-dibromoalkanes) anda catalytic amount of KI in a Pyrex vessel charged with a magnetic stirring bar and aWeflon bar. The vessel was placed in a microwave apparatus and irradiated at 130 C for 30 min. After cooling to room temperature, the inorganic residue was filtered off after thorough washing with CH2Cl2. The solutionwas concentrated to dryness andthe resulting crude was purified as detailed below.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,55977-10-1, 3-Bromo-7-hydroxy-4-methylchromen-2-one, and friends who are interested can also refer to it.

Reference:
Article; Rullo, Mariagrazia; Niso, Mauro; Pisani, Leonardo; Carrieri, Antonio; Colabufo, Nicola Antonio; Cellamare, Saverio; Altomare, Cosimo Damiano; European Journal of Medicinal Chemistry; vol. 161; (2019); p. 433 – 444;,
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. 81156-68-5, name is 2,4-Dichlorophenethyl alcohol. A new synthetic method of this compound is introduced below., name: 2,4-Dichlorophenethyl alcohol

(i) Toluene-4-sulfonic acid 2-(2,4-dichloro-phenyl)-ethyl ester This compound was prepared using a procedure analogous to that described for the preparation of Example 169 (i), using 2-(2,4-dichloro-phenyl)-ethanol as the starting material. The compound was recrystallized from n-heptane/ethyl acetate. Yield: 7.12 g MS (Cl+): m/e=345, chloro pattern.

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, 81156-68-5, 2,4-Dichlorophenethyl alcohol.

Reference:
Patent; Nazare, Marc; Essrich, Melanie; Will, David William; Matter, Hans; Ritter, Kurt; Wehner, Volkmar; US2003/199689; (2003); A1;,
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. 38594-42-2, name is (2,3-Dichlorophenyl)methanol. This compound has unique chemical properties. The synthetic route is as follows. HPLC of Formula: C7H6Cl2O

A solution of 21.54 g of the compound obtained in the preceding step and 18.6 ml of triethylamine in 150 ml of DCM is cooled in an ice bath, a solution of 10.4 ml of methanesulphonyl chloride in 50 ml of DCM is added dropwise at a temperature of less than 10 C. and the mixture is kept stirred while allowing the temperature to return to RT. It is concentrated under vacuum, the residue is extracted with ether, and the medium is washed twice with a buffer solution pH=2, with a saturated solution of NaCl, dried over Na2SO4 and the solvent is evaporated under vacuum. 29.25 g of the expected product are obtained.

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, 38594-42-2, (2,3-Dichlorophenyl)methanol.

Reference:
Patent; Emonds-Alt, Xavier; Proietto, Vincenzo; US2004/180890; (2004); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Adding a certain compound to certain chemical reactions, such as: 155310-11-5, 3-Amino-2,2-difluoropropan-1-ol, 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, SDS of cas: 155310-11-5, blongs to alcohols-buliding-blocks compound. SDS of cas: 155310-11-5

Into a 40-mL round-bottom flask, was placed 3-amino-2, 2-difluoropropan-l-ol (1 g, 9.002 mmol, 1 equiv), DCM (10 mL), Et3N (1.37 g, 13.539 mmol, 1.50 equiv), TsCl (1.72 g, 9.002 mmol, 1.0 equiv). The resulting solution was stirred for overnight at room temperature. The resulting mixture was concentrated. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (0: 1- 1:2). This resulted in 600 mg (25.13%) of N-(2,2-difluoro- 3-hydroxypropyl)-4-methylbenzene-l-sulfonamide as a white solid. 1H-NMR- 1(300 MHz, CDCl3, ppm) d 7.76- 7.73 (d, J = 9.0 Hz, 2H), 7.35 – 7.32 (d, J = 9.0 Hz, 2H), 5.04- 5.00 (m, 1H), 3.91 – 3.83 (m, 2H), 3.46 – 3.35 (m, 2H), 2.45 (s, 3H).

The synthetic route of 155310-11-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NEWAVE PHARMACEUTICAL INC.; CHEN, Yi; (475 pag.)WO2020/41406; (2020); 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. 29194-04-5, name is 2-(Benzyl(methyl)amino)-1-phenylethanol, the common compound, a new synthetic route is introduced below. name: 2-(Benzyl(methyl)amino)-1-phenylethanol

EXAMPLE 5 Asymmetric reduction by use of (+)-2-N-benzyl-N-methylamino-1-phenylethanol: To a solution of 1.08 g (0.0284 mole) of LiAlH4 in 85 cc of ethyl ether, while being cooled in ice, was added dropwise 22 cc of an ether solution containing 6.86 g (0.0284 mole) of (+)-2-N-benzyl-N-methylamino-1-phenylethanol followed by 40 cc of an ether solution containing 6.90 g (0.0564 mole) of N-ethylaniline. After having been stirred at room temperature for 3 hours, the mixture was cooled to -78 C. To the mixture was added dropwise 55 cc of an ether solution containing 2.75 g (0.0095 mole) of (E)-1-(4-chlorphenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl-1-penten-3-one. The mixture was stirred at said temperature for 3 hours and left standing overnight at room temperature. To the mixture was then added 105 cc of 2 N hydrochloric acid to effect decomposition. The organic layer was separated, washed successively with 100 cc of a saturated aqueous sodium hydrogencarbonate solution and 100 cc of ice-cooled water, then dried over anhydrous sodium sulfate, and concentrated under reduced pressure to obtain 2.83 g of a crude product: [alpha]D24 -6.44 (c=1.05, CHCl3). A 2.8 g portion of the crude product was recrystallized three times from a cyclohexane-methanol mixture to obtain 0.82 g of (-)-(E)-1-(4-chlorophenyl)-2-(1,2,4-triazol-1-yl)-4,4-dimethyl-1-penten-3-ol: [alpha]D24 -14.9 (c=1.0, CHCl3).

The synthetic route of 29194-04-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Chemical Company, Limited; US4435203; (1984); A;,
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.81156-68-5, name is 2,4-Dichlorophenethyl alcohol, molecular formula is C8H8Cl2O, molecular weight is 191.06, as common compound, the synthetic route is as follows.Recommanded Product: 2,4-Dichlorophenethyl alcohol

Example 5 Preparation of methyl 2- [4- (2-F2. 4-DICHLOROPHENYL) ETHOXY) PHENYL- THIO]ISOBUTYRATE (ST2531) The title product was prepared according to the procedure described in Method B starting from methyl 2- (4- hydroxyphenylthio) iso-butyrate (prepared as described in example 3) (0.280 g, 1.24 mmol) and DIAD (0. 325 g, 1.61 mmol) dissolved in 3 mL of anhydrous THF and added dropwise to a solution of 2,4- dichlorophenetylalcohol (0.260 g, 1.36 mmol) and triphenylphosphine (0.422 g, 1.61 mmol) in 4 mL of anhydrous THF at 0C. The reaction was left overnight under magnetic stirring at room temperature After this period, the solvent was evaporated and the residue purified by silica gel chromatography using HEXANE/ACOET 9.6/0. 4 as eluent. 0.346 g of product were obtained (yield: 70%); Mp: 73-74C ; TLC: silica gel, eluent hexane/AcOEt 9/1, Fr: 0.26 ; 1H NMR (CDCIs, 300 MHz) B : 7.35 (m, 3H), 7.22 (m, 2H), 6.83 (d, 2H), 4.18 (t, 2H), 3.65 (s, 3H), 3.20 (t, 2H), 1.45 (s, 6H); HPLC: Column: Inertisil ODS-3 (5, UM) 4.6 x 250 mm, T: room temperature, mobile phase CH3CN/H20 85/15 (v/v), pH: as is, flow rate: 1 mL/min, 205 nm UV detector, retention time 12.58 min; KF: 0.4 % H20 ; E. A. conforming for CL9H20CL203S.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,81156-68-5, 2,4-Dichlorophenethyl alcohol, and friends who are interested can also refer to it.

Reference:
Patent; SIGMA-TAU INDUSTRIE FARMACEUTICHE RIUNITE S.p.A.; WO2004/56355; (2004); A1;,
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. 17366-48-2, name is exo-8-Azabicyclo[3.2.1]octan-3-ol hydrochloride. This compound has unique chemical properties. The synthetic route is as follows. Product Details of 17366-48-2

To a stirred solution of exo-8-azabicyclo[3.2.1]octan-3-ol hydrochloride (2.049 g, 12.52 mmol) and DIPEA (5.96 ml, 34.1 mmol) in DMF (15 ml) was added 5-bromo-2-chlorobenzenesulfonyl chloride (3.30 g, 11.38 mmol) at 0 C., the mixture was slowly rose to rt in 2 h and stirred at rt for 1 h. The solution was partitioned (EtOAc-brine). The organic layer was dried (Na2SO4), filtered and concentrated. The residue was used directly for next step. ESI-MS (M+H): 380.0, 382.0. To a mixture of the compound from Step 23a (4.3 g, 11.30 mmol) and imidazole (1.922 g, 28.2 mmol) in DMF (15 ml) was added TBSCl (2.043 g, 13.55 mmol) at 0 C. The resulting mixture was stirred overnight at rt. The solution was partitioned (EtOAc-brine). The organic layer was dried (Na2SO4), filtered and concentrated. The crude residue was chromatographed (silica, ethyl acetate/petroleum ether) to give the desired compound as a white solid (3.92 g, 70% over 2 steps). ESI-MS (M+H): 494.1, 496.1.H NMR (400 MHz, CDCl3) delta 8.21 (d, J=2.4 Hz, 1H), 7.55 (dd, J=8.4, 2.4 Hz, 1H), 7.35 (d, J=8.4 Hz, 1H), 4.27 (dd, J=4.7, 2.8 Hz, 2H), 3.95 (td, J=10.6, 5.4 Hz, 1H), 1.97 (dd, J=8.3, 4.3 Hz, 2H), 1.83 (ddd, J=13.2, 5.9, 3.1 Hz, 2H), 1.77-1.60 (m, 4H), 0.83 (s, 9H), 0.00 (s, 6H). To a stirred solution of the compound from Step 23b (1.00 g, 2.02 mmol) in THF (30.0 ml) was added a solution of 2.5 M n-BuLi (0.889 ml, 2.22 mmol) in hexanes at -78 C. and DMF (0.469 ml, 6.06 mmol). The resulting mixture was stirred at -78 C. for 30 minutes. The solution was partitioned (EtOAc-brine). The organic layer was dried (Na2SO4), filtered and concentrated. The crude residue was chromatographed (silica, ethyl acetate/petroleum ether) to give the desired compound as a white solid (250 mg, 28%). ESI-MS (M+H): 444.2, 446.2. To a stirred solution of the compound from Step 23c (340 mg, 0.766 mmol) in DMF (8.0 ml) was added trimethyl(trifluoromethyl)silane (654 mg, 4.60 mmol) at 0 C. The resulting mixture was warmed up slowly to rt and kept for 30 minutes. The solution was partitioned (EtOAc-brine). The organic layer was dried (Na2SO4), filtered and concentrated. The crude residue was taken into next step without further purification. ESI-MS (M+H): 586.1, 588.1.To a stirred solution of the compound from Step 23d (90 mg, 0.154 mmol) in MeOH (4.0 ml) was added K2CO3 (212 mg, 1.535 mmol) at 0 C. The resulting mixture was stirred at 0 C. for 1 h. The solution was partitioned (EtOAc-brine). The organic layer was dried (Na2SO4), filtered and concentrated. The crude residue was chromatographed (silica, ethyl acetate/petroleum ether) to give the desired compound as a white solid (62 mg, 79%). ESI-MS (M+H): 514.2, 516.2.To a stirred solution of the compound from Step 23e (50 mg, 0.097 mmol) in DCM (2 ml) was added Dess-Martin periodinane (61.9 mg, 0.146 mmol) at 0 C. . The resulting mixture was stirred at 0 C. for 1 h. The solution was partitioned between EtOAc and Na2S2O3 aqueous solution. The organic layer was dried (Na2SO4), filtered and concentrated. The crude residue was chromatographed (silica, ethyl acetate/petroleum ether) to give the desired compound as a white solid (40 mg, 80%). ESI-MS (M+H): 512.2, 514.2.To a stirred solution of the compound from Step 23f (15 mg, 0.029 mmol) and 3,4,5-trifluoroaniline (10.77 mg, 0.073 mmol) in toluene (1 mL) was added titanium(IV) isopropoxide (0.051 ml, 0.176 mmol). The resulting mixture was stirred at reflux (120 C.) for 15 h. The mixture was cooled to rt. Then sodium triacetoxyborohydride (18.63 mg, 0.088 mmol) was added. The mixture was stirred at rt for 1 h. The solution was partitioned (EtOAc-brine). The organic layer was dried (Na2SO4), filtered and concentrated. The crude residue was chromatographed (silica, ethyl acetate/petroleum ether) to give the desired compound as a white solid (5 mg, 27%). ESI-MS (M+H): 643.2, 645.2.To a stirred solution of the compound from Step 23g (6 mg, 9.3 mumol) in MeOH (1.0 ml) was added a solution of 4N HCl (0.12 ml, 0.47 mmol) at 0 C. The resulting mixture was stirred at 0 C. for 45 minutes. The solution was partitioned (EtOAc-brine). The organic layer was dried (Na2SO4), filtered and concentrated. The crude residue was chromatographed (silica, MeOH/DCM) to give the title compound as a white solid (4 mg, 81%). ESI-MS (M+H): =529.1, 531.1.1H NMR (400 MHz, MeOH-d4) delta 8.30 (d, J=2.2 Hz, 1H), 7.78 (dd, J=8.3, 2.2 Hz, 1H), 7.68 (d, J=8.2 Hz, 1H), 6.62-6.39 (m, 2H), 5.50 (q, J=7.5 Hz, 1H), 4.33-4.16 (m, 2H), 3.98 (dt, J=10.8, 5.1 Hz, 1H), 2.02-1.86 (m, 2H), 1.84-1.55 (m, 6H).

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, 17366-48-2, exo-8-Azabicyclo[3.2.1]octan-3-ol hydrochloride.

Reference:
Patent; Enanta Pharmaceuticals, Inc.; Or, Yat Sun; Jin, Meizhong; Kass, Jorden; Cao, Hui; Gao, Xuri; Li, Wei; Peng, Xiaowen; Qiu, Yao-Ling; (43 pag.)US2017/217974; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts

Electric Literature of 3685-27-6, 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 3685-27-6, name is trans-4-(Hydroxymethyl)cyclohexanol. This compound has unique chemical properties. The synthetic route is as follows.

176b) (1 r,4r)-4-((3-Bromophenoxy)methyl)cyclohexanol A solution of 3-bromophenol (2 g, 1 1 .56 mmol), triphenylphosphine (3.03 g, 1 1 .56 mmol) and (1 r,4r)-4-(hydroxymethyl)cyclohexanol (2.5 g, 19.20 mmol) in tetrahydrofuran (THF) (150 mL) was added DIAD (2.70 mL, 1 3.87 mmol) in tetrahydrofuran (THF) (150 mL) slowly under nitrogen at 25 C. The reaction mixture was stirred at 25 C for 16 h. The reaction mixture was concentrated. The crude product was purified on silica gel chromatography (hexane:ethyl acetate = 4:1 ) to provide the title compound (1 r,4r)-4-((3- bromophenoxy)methyl)cyclohexanol (1 .2 g, 2.1 04 mmol, 18.20 % yield) as an oil. 1 H NMR (500 MHz, DMSO) delta 7.22 (t, J = 8.1 Hz, 1 H), 7.14 – 7.06 (m, 2H), 6.98 – 6.88 (m, 1 H), 4.52 (d, J = 4.4 Hz, 1 H), 3.90 – 3.73 (m, 2H), 1 .91 – 1 .75 (m, 4H), 1 .06 (dd, J = 1 8.7, 8.5 Hz, 2H), 0.84 (ddd , J = 1 3.0, 7.7, 4.6 Hz, 2H).

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 3685-27-6, trans-4-(Hydroxymethyl)cyclohexanol.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ASTEX THERAPEUTICS LIMITED; CALLAHAN, James Francis; KERNS, Jeffrey K.; LI, Peng; LI, Tindy; MCCLELAND, Brent W.; NIE, Hong; PERO, Joseph E.; DAVIES, Thomas Glanmor; GRAZIA CARR, Maria; GRIFFITHS-JONES, Charlotte Mary; HEIGHTMAN, Thomas Daniel; NORTON, David; VERDONK, Marinus Leendert; WOOLFORD, Alison Jo-Anne; WILLEMS, Hendrika Maria Gerarda; (664 pag.)WO2017/60854; (2017); A1;,
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts