Month: May 2021

Electric Literature of 149104-89-2, 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.149104-89-2, name is (4-Bromo-3-methylphenyl)methanol, molecular formula is C8H9BrO, molecular weight is 201.06, as common compound, the synthetic route is as follows.

To a solution of (4-bromo-3-methyl-phenyl)methanol (45.0 g, 224 mmol) in dichloromethane (500 mL) were sequentially added imidazole (38.1 g, 559 mmol) and tert-butyldimethylsilyl chloride (40.5 g, 269 mmol) and the reaction mixture was stirred at ambient temperature for 15 hours. The mixture was washed with water (2*500 mL), saturated NaCl (500 mL) and dried over anhydrous sodium sulfate. The dried solution was filtered and concentrated to give (4-bromo-3-methyl-phenyl)methoxy-tert-butyl-dimethyl-silane (68.0 g, 96.4% yield) as a brown oil. 1H NMR (CDCl3, 400 MHz) delta 7.48 (d, J=8.2 Hz, 1H), 7.19 (d, J=1.1 Hz, 1H), 7.02 (dd, J=1.6, 8.1 Hz, 1H), 4.67 (s, 2H), 2.40 (s, 3H), 0.95 (s, 9H), 0.11 (s, 6H).

The chemical industry reduces the impact on the environment during synthesis 149104-89-2, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Celgene Corporation; Alexander, Matthew D.; Carrancio, Soraya; Correa, Matthew D.; Grant, Virginia Heather Sharron; Hansen, Joshua; Harris, Roy L.; Huang, Dehua; Kercher, Timothy S.; Lopez-Girona, Antonia; Nagy, Mark A.; Plantevin-Krenitsky, Veronique; (115 pag.)US2019/322647; (2019); A1;,
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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 624-95-3, name is 3,3-Dimethylbutan-1-ol. This compound has unique chemical properties. The synthetic route is as follows. Computed Properties of C6H14O

[00056] Example I represent a reference oxidation reaction under the conditions analogous to the one (reported in J.Organic Chemistry, 1987, 52, 2559 and J. Organic Chemistry, 1989, 54, 2970), also known as Anelli protocol. [00057] 820 mg of 3,3-Dimethyl-1-butanol (8 mmol) and 14.9 mg MeO-TEMPO (0.08 mmol) are dissolved in toluene (20 cc) in a jacketed glass reaction flask, equipped with a thermocouple, an addition port, a Teflon coated magnetic stir bar and a pH probe. Potassium bromide (45.25 mg, 0.4 mmol) and 1310 mg of NaHCO3 are dissolved in water (21.6 cc) and the aqueous phase is added to the stirred organic fraction at 1000 RPM in the reaction flask. The stirred suspension is cooled to 0 C. and 5.4 g of 12.3% aqueous NaOCl (8.92 mmol) are added via a gas-tight syringe over 5 minutes. The reaction mixture is aged for an additional 30 min and the organic layer sampled for GC assay. The yield of 3,3-dimethylbutyraldehyde is 77% at 30 min and 91% at 60 min reaction time

With the rapid development of chemical substances, we look forward to future research findings about 624-95-3.

Reference:
Patent; The NutraSweet Company; US6825384; (2004); B1;,
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Application of 597-31-9, 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. 597-31-9, name is 3-Hydroxy-2,2-dimethylpropanal, molecular formula is C5H10O2, 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 N-(2-(difluoromethoxy)-6-methylpyridin-3-yl)-3-(2-isopropylphenyl)azetidine-3-carbox-amide Ex 3 (68 mg, 0.18 mmol) and 3-hydroxy-2,2-dimethyl-propanal (25 mg, 0.245 mmol) in MeOH (2 mL) under inert atmosphere is added sodium cyanoborohydride (18 mg, 0.29 mmol). The reaction mixture is stirred at 50C for 2 h (reaction monitored by LCMS) and is then quenched with water (2 mL). The mixture is diluted with MeCN (2 mL) and is then purified by prep. HPLC (Prep-HPLC-3 conditions) to give the title compound Ex 11-17 (46 mg, 55% yield) as a colorless glass. LCMS-1 : tR = 0.79 min, [M+1]+ 462.41; 1H NMR (500 MHz, CDC )<5: 8.61 (d, J = 8.1 Hz, 1 H), 8.07 (s, 1 H), 7.42-7.35 (m, 3 H), 7.33-7.29 (m, 1 H), 7.19 (d, J = 7.7 Hz, 1 H), 6.92 (d, J = 8.1 Hz, 1 H), 4.25 (s br, 2 H), 3.70 (s br, 2 H), 3.50 (s, 2 H), 2.60 (s, 2 H), 2.53-2.45 (m, 1 H), 2.39 (s, 3 H), 1.14 (d, J = 6.7 Hz, 6 H), 0.94 (s, 6 H). According to the analysis of related databases, 597-31-9, the application of this compound in the production field has become more and more popular. Reference:
Patent; IDORSIA PHARMACEUTICALS LTD; BOLLI, Martin; BROTSCHI, Christine; LESCOP, Cyrille; WILLIAMS, Jodi T.; (0 pag.)WO2019/234115; (2019); A1;,
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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 111-46-6, name is 2,2′-Oxybis(ethan-1-ol). This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2,2′-Oxybis(ethan-1-ol)

In steel esterification reactor with the volume of 15 1 equipped with a heating element and a stirring device, 3550 g of benzoic acid, 1500 g of diethylene glycol are charged, 13 g of titanium (IV) isopropoxide are added. Before the heating treatment, xylene in the amount of 2500 g is added to separator. The reaction is conducted at the constant feed of xylene into the reaction mass by the circulating pump from the separator with the rate of 3 1/hour. The reaction mass is heated to the temperature 200C, in an hour after the beginning of the heating the temperature is raised to 220C, in two hours after the beginning of the heating the temperature is raised to 240C. In 3 hours after the beginning of the heating the pressure in. reactor is reduced to 15 kPa, in 30 min more the pressure in reactor is reduced to 5 kPa. In 4 hours after the beginning of the heating the reaction mass is cooled. From the esterification reactor 4400 g of reaction mass comprising 0.5% by weight of benzoic acid, 0.3 % by weight of diethylene glycol benzoate and 99.0% by weight of diethylene glycol dibenzoate are discharged. From the separator an aqueous phase comprising 785 g of water, 8 g of benzoic acid, as well as organic phase comprising 1720 g of xylene, 365 g of benzoic acid, is discharged.

With the rapid development of chemical substances, we look forward to future research findings about 111-46-6.

Reference:
Patent; PUBLIC JOINT STOCK COMPANY “SIBUR HOLDING”; NOSIKOV, Aleksei Aleksandrovich; BABIN, Ivan Anatolievich; POPOVTSEV, Egor Evgenievich; IGASHEVA, Varvara Petrovna; (28 pag.)WO2019/59801; (2019); A1;,
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Related Products of 2240-88-2, 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 2240-88-2, name is 3,3,3-Trifluoropropan-1-ol. This compound has unique chemical properties. The synthetic route is as follows.

Example 19 3-[(4-Methoxyphenyl)amino]-4-phenyl-1-(3, 3, 3-TRIFLUOROPROPYL)-LH-PYRROLE-2, 5-dione To a solution of 3-[(4-methoxyphenyl)amino]-4-phenyl-1H-pyrrole-2, 5-dione (0.17 mmol, 50 mg), 3,3, 3-TRIFLUOROPROPAN-1-OL (0.19 mmol, 21 mg), diethyl azodicarboxylate (0.19 mmol, 33 mg) in dry THF (1 ML) was added triphenylphosphine (0.19 mmol, 49 mg) in dry THF (1 mL). The mixture was heated in a microwave reactor at 130°C for six min.. After cooling, the reaction mixture was purified by HPLC (95percent 0. 1M ammonium acetate buffer: 5percent CH3CN X 100percent CH3CN) to give 51 mg (77percent) of the title COMPOUND. 1H NMR (400 MHz, CDCl3) 8 7.27 (bs, 1H), 7.17-7. 06 (m, 3H), 7.00-6. 95 (m, 2H), 6.64-6. 55 (M, 4H), 3. 89 (t, J=7.3 Hz, 2H), 3.70 (s, 3H), 2.61-2. 48 (M, 2H).

According to the analysis of related databases, 2240-88-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; WO2005/5417; (2005); A1;,
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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. 67853-03-6, name is Methyl 3-(hydroxymethyl)benzoate, molecular formula is C9H10O3, 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. Recommanded Product: Methyl 3-(hydroxymethyl)benzoate

General procedure: A solution of the appropriate ethyl or methyl esters 21a-d (1.0 mmol) in methanol (5 mL) was prepared in a 10 mL CEM microwave vessel. Hydrazine hydrate 50% (5.0 mmol) was added, the vessel was capped and placed in a microwave reactor and the reaction carried out with the following method in dynamic mode: 140 C, 60 min, 100 W, with high stirring. After completion the reaction mixture was transferred to a round bottom flask and the solvent evaporated under reduced pressure. The crude product was transferred to an Erlenmeyer flask and suspended in dichloromethane, heated at 50 C for 5 min, rapidly vacuum filtered and washed with the same solvent, to obtain the pure product (yield 80-90%). When the product was found to be still not pure, the purification procedure was repeated.

With the rapid development of chemical substances, we look forward to future research findings about 67853-03-6.

Reference:
Article; Rupiani, Sebastiano; Buonfiglio, Rosa; Manerba, Marcella; Di Ianni, Lorenza; Vettraino, Marina; Giacomini, Elisa; Masetti, Matteo; Falchi, Federico; Di Stefano, Giuseppina; Roberti, Marinella; Recanatini, Maurizio; European Journal of Medicinal Chemistry; vol. 101; (2015); p. 63 – 70;,
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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. 6338-55-2, name is 2-(2-(2-Aminoethoxy)ethoxy)ethanol, molecular formula is C6H15NO3, 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. Formula: C6H15NO3

To a stirring mixture of 2-[2-(2-aminoethoxy)ethoxy]ethanol (S108A, 25.0 g, 167 mmol) and N-methyl morpholine (21.0 mL, 191 mmol) in dioxane (100 mL) was added dropwise a solution of Fmoc-OSu (62.2 g, 184 mmol) in dioxane (50 mL). After stirring overnight, the reaction was concentrated in vacuo to afford a light yellow oil. The crude was re-dissolved in EtOAc and washed with sat. NaHCO3 (aq.) and brine. The organic layer was removed in vacuo to afford an oil, which was purified by SiO2 chromatography to provide the FmocNH-PEG2-OH (S108, 55 g, 88% yield). ESI+ m/z calcd 371.4, found 372.2 [M+H]+.

With the rapid development of chemical substances, we look forward to future research findings about 6338-55-2.

Reference:
Patent; TOLLNINE, INC.; PONS, Jaume; WAN, Hong I.; BRADSHAW, Curt W.; SIM, Bang Janet; KUO, Tracy Chia-Chien; (239 pag.)WO2020/81744; (2020); A1;,
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Electric Literature of 18068-06-9, 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. 18068-06-9, name is 4-Methoxycyclohexanol. A new synthetic method of this compound is introduced below.

XXXXXVIII.2 4-Fluoro-2-(cis-4-methoxy-cyclohexyloxy)-phenylamine and 4-Fluoro-2-(trans-4-methoxy-cyclohexyloxy)-phenylamine A mixture of 18.9 g 2-nitro-5-fluorophenol and 19 g 4-methoxycyclohexanol in 250 ml THF were placed in a water bath with cold water. 41 g DTAD and 47 g triphenylphosphine were added simultaneously. The reaction mixture was stirred for 2 hours at room temperature. 1.9 g Pd/C (10%) were added and the reaction mixture hydrogenated (50 psi hydrogen) at room temperature for 20 hours. The mixture was filtered and concentrated. Methylene chloride was added to the residue and the mixture was extracted two times with HCl (2M). The water phase were adjusted to basic pH by addition of aq. sodium hydroxide solution (4M) and extracted two times with methylene chloride. The combined organic phases were dried over sodium sulfate, filtered and concentrated. Purification was achieved by column chromatographie on silica (eluent: methylene chloride/EtOAc=9:1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,18068-06-9, its application will become more common.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; US2011/217311; (2011); A1;,
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Electric Literature of 75476-86-7, 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. 75476-86-7, name is 6-Bromo-2,3-dihydro-1H-inden-1-ol. A new synthetic method of this compound is introduced below.

To a solution of 6-bromo-2,3-dihydro-1 H-inden-1 -ol (1 .50 g, 7.04 mmol) in DOM (3.5 mL) wasadded thionyl chloride (1.028 mL, 14.08 mmol). The resulting reaction mixture was stirred atambient temperature for 1 h. The reaction mixture was evaporated under vacuum to afford product 6-bromo-1-chloro-2,3-dihydro-1 H-indene (1.6225 g, 7.01 mmol, 100% yield). 1H NMR (400 MHz, CHLOROFORM-d) ppm 2.33- 2.44 (m, 1 H) 2.63 (dq, J=14.24, 7.22 Hz, 1 H) 2.86 (ddd, J=1 6.00, 7.97, 4.14 Hz, 1 H) 3.13 (dt, J=1 5.81, 7.65 Hz, 1 H) 5.37 (dd, J=6.53, 3.51 Hz, 1H) 7.14 (d, J=8.03 Hz, 1 H) 7.39 (d, J=8.03 Hz, 1 H) 7.57 (s, 1 H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,75476-86-7, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; ASTEX THERAPEUTICS LIMITED; KERNS, Jeffrey K.; YAN, Hongxing; CALLAHAN, James Francis; HEIGHTMAN, Thomas Daniel; BOEHM, Jeffrey Charles; WOOLFORD, Alison Jo-Anne; (250 pag.)WO2016/203401; (2016); A1;,
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Synthetic Route of 33036-62-3, 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. 33036-62-3, name is 4-Bromo-1-butanol, molecular formula is C4H9BrO, 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.

2-(4-Bromobutoxy)-tetrahydro-2H-pyran (52). 3,4-Dihydro-2H-pyran (8.5 mL, 90.96 mmol) was added dropwise to the dichloromethane (20 mL) solution of 51 (10.7 g, 69.93 mmol) and p-toluenesulfonic acid monohydrate (26.5 mg, 0.1372 mmol). The mixture was stirred at room temperature over night. After removing the solvent, the residue was purified by flash chromatography on silica gel with 5:1 hexanes/ethyl acetate as the eluent to yield product 52 as a colorless oil (15.3 g, 92%). 1H NMR (400 MHz, CDCl3): delta 1.48-1.62 (m, 4H), 1.68-1.85 (m, 4H), 1.94-2.02 (m, 2H), 3.40-3.53 (m, 4H), 3.74-3.88 (m, 2H), 4.57-4.59 (m, 1H).

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 33036-62-3, 4-Bromo-1-butanol.

Reference:
Patent; TARGANTA THERAPEUTICS, INC.; US2010/113333; (2010); A1;,
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