Category: 60758-86-3

Electric Literature of 60758-86-3, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 60758-86-3 as follows.

The reaction flask was charged with 400 mL of tetrahydrofuran and 62.5 g (0.8 mol) of dimethylsulfoxide,Stirring down to 0 to 5 ,500 mL (0.8 mol) of 1.6 M n-butyllithium n-hexane solution at a temperature of 0 C to 5 C was added,Stirring reaction for 1.5 hours,179.0 g (0.55 mol) of tributyltin chloride and 88.6 g (0.5 mol) of 3-ethoxy-4-methoxybenzonitrile (formula III) in 450 mL of tetrahydrofuran were added,Stirring for 0.5 hours,The temperature was raised to 15 C to 20 C for 2 hours,1000 mL of purified water was added,The incubation was continued at 15 C to 20 C for 12 hours.Stop the reaction,The solid obtained in the reaction solution was filtered, washed with purified water,N-hexane, tetrahydrofuran 100mL each washing cake.Dried to afford 109.6 g of a white solid,The molar yield was 85.2%, HPLC purity was 98.1% and ee was 97.3%.

According to the analysis of related databases, 60758-86-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Peking University Fangzheng Group Co., Ltd.; Chongqing Southwest Synthetic Pharmaceutical Co., Ltd.; Peking University Medical Treatment Industrial Group Co., Ltd.; Fu Biao; Wang Fenglin; Luo Li; (9 pag.)CN106866493; (2017); A;,
Nitrile – Wikipedia,
Nitriles – 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. 60758-86-3, name is 3-Ethoxy-4-methoxybenzonitrile belongs to nitriles-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C10H11NO2

PREPARATION 131(6) To a suspension of lithium aluminum hydride (1.17 g) in anhydrous tetrahydrofuran (15 mL) was added a solution of 3-ethoxy-4-methoxybenzonitrile (2.73 g) in tetrahydrofuran (15 mL). The mixture was stirred for an hour under water cooling and then for an hour at ambient temperature. Potassium sodium (+)-tartrate aqueous solution was added to the mixture under ice-water cooling. The mixture was diluted with ethyl acetate and the insolubles were filtered off. After evaporation of the filtrate, ethyl acetate was added. The solution was dried over magnesium sulfate and evaporated in vacuo to give 3-ethoxy-4-methoxybenzylamine as yellow oil (2.81 g). NMR (CDCl3, delta): 1.47 (3H, t, J=7 Hz), 3.80 (2H, s), 3.87 (3H, s), 4.12 (2H, q, J=7 Hz), 6.80-6.90 (3H, m).

The synthetic route of 60758-86-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Fujisawa Pharmaceutical Co., Ltd.; US6384080; (2002); B1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

Synthetic Route of 60758-86-3,Some common heterocyclic compound, 60758-86-3, name is 3-Ethoxy-4-methoxybenzonitrile, molecular formula is C10H11NO2, 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.

The reaction flask was charged with 400 mL of tetrahydrofuran and 62.5 g (0.8 mol) of dimethylsulfoxide,Stirring to cool to 0 C to 5 C,500 mL (0.8 mol) of a 1.6 M n-butyllithium n-hexane solution having the same temperature of 0 C. to 5 C. was added, and the mixture was stirred for 1.5 hours.Another 179.0 g (0.55 mol) of tributyltin chloride in 450 mL of tetrahydrofuran was added And 88.6 g (0.5 mol) of 3-ethoxy-4-methoxybenzonitrile (Formula III),Stirred for 0.5 hours, naturally warmed to 15 C to 20 C for 2 hours,1000mL purified water was added and the reaction was continued at 15 C to 20 C for 12 hours.The reaction was stopped, the solid obtained in the reaction solution was filtered, and the filter cake was washed with 100 mL each of purified water, n-hexane and tetrahydrofuran in that order. After drying to give a white solid 109.6g, calculated according to the molar yield of Compound III 85.2%, HPLC The degree is 98.1% and the ee is 97.3%.

The synthetic route of 60758-86-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Peking University Fangzheng Group Co., Ltd.; Chongqing Southwest Synthetic Pharmaceutical Co., Ltd.; Peking University Medical Treatment Industrial Group Co., Ltd.; Fu Biao; Zou Aifang; Luo Li; (9 pag.)CN106866475; (2017); A;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

60758-86-3, Adding some certain compound to certain chemical reactions, such as: 60758-86-3, name is 3-Ethoxy-4-methoxybenzonitrile, 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 60758-86-3.

Dimethyl sulfone (53.1 g, 564 mmoles) was added to mixture of tetrahydrofuran (1000 ml) and dimethylsulfoxide (50 ml) and stirred at room temperature for 5-10 minutes. Sodium amide (22.02 g, 564 mmoles) was added slowly to the reaction mixture at 40C and stirred for 10-15 minutes. 3-ethoxy-4-methoxy benzonitrile (50 g, 282 mmoles) in tetrahydrofuran (200 ml) was added to the reaction mixture over a period of 30 minutes and was stirred for three hours at room temperature. The reaction mixture was distilled under reduced pressure at 40-45 C. Water (750m1) was added to the reaction mass and stirred at 35-40C for 30 minutes. The solid was filtered, washed with water (150 ml) and dried under reduced pressure at 45-50 C to give the title compound.Yield: 63.7 g (83%)

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 60758-86-3.

Reference:
Patent; DR. REDDY?S LABORATORIES LIMITED; VAKAMUDI, Sree Naga Venkata Lakshmi Vara Prasad; KUNHIMON, Syam Kumar Unniaran; SARKAR, Soma Rani; IRENI, Babu; LEKKALA, Amarnath Reddy; RAPAKA, Gangadhara Chary; MADARAPU, Srinivasa Rao; NADGOUD, Ramesh Kumar; CHAGANTI, Sridhar; MUVVA, Venkateswarlu; FRYSZKOWSKA, Anna; FOX, Martin; SOLARES, Tamara Fanjul; SHANGAPU, Vijay Kumar; HASTAK, Nilesh; VYALA, Sunitha; RANGINENI, Srininvasulu; (49 pag.)WO2016/199031; (2016); A1;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts

60758-86-3, Adding a certain compound to certain chemical reactions, such as: 60758-86-3, name is 3-Ethoxy-4-methoxybenzonitrile, belongs to nitriles-buliding-blocks compound, 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 60758-86-3.

Dimethylsulfone (191. Ig, 2.03 moles, from Aldrich Chemicals, Milwaukee, WI) and tetrahydrofuran (1.65 L, from Aldrich Chemicals, Milwaukee, WI) were charged to a 12 L three-necked flask at room temperature. The mixture was cooled to 0-5C. n-BuLi (750 ml of 2.5M solution in hexanes, from Aldrich Chemicals, Milwaukee, WI) was added to the flask at a rate such that the reaction mixture was maintained at 0-5C. A line rinse with 150 ml tetrahydrofuran followed. The mixture was stirred at 0-5C for 60-70 minutes. 3-ethoxy-4- methoxybenzonitrile (300.0 g, 1.69 moles, in 750 ml tetrahydrofuran) was then charged to the flask at a rate such that the reaction mixture was maintained at 0-5 C . A line rinse with 300 ml tetrahydrofuran followed. The mixture was stirred at 0-5C for another 10-15 minutes. After warming to room temperature, the reaction mixture was stirred at room temperature for 1.5-2 hours, while purged with nitrogen. NaBH4 (83.1 g, 2.20 moles, from Aldrich Chemicals, Milwaukee, WI) and 150 ml of tetrahydrofuran were then charged to the reaction mixture. The reaction mixture was stirred at 0-50C for 15-30 minutes. HOAc (450 ml, 7.83 moles, from Fisher Scientific, Pittsburgh, PA) was charged to the flask at a rate such that the reaction mixture was maintained at 0-50C. The mixture was stirred at 0-50C for an additional 2-3 hours. The mixture was then charged with 2.25 L of NaOH (2.5N, pH 12 to 13, from Fisher Scientific, Pittsburgh, PA), and stirred at 0-50C for another 15-30 minutes. After warming to room temperature, the reaction mixture was heated to reflux at about 600C. After reflux for 12-14 hours, the mixture was cooled to 35-40C, and 3.0 L of water was added. The mixture was further cooled to 0-5C over a period of 1.5-2 hours. The mixture was filtered under vacuum, and the filtered solid was washed with 2 L of deionized water. The solid was dried in a tray at 50-550C under vacuum. The yield of 2-(3-ethoxy-4-methoxyphenyl)-l-(methanesulfonyl)-eth- 2-ylamine was found to be 352 g (76.1%) based on a 300 g input of 3-ethoxy-4- methoxybenzonitrile (HPLC indicated 99.74% purity by peak area).

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, 3-Ethoxy-4-methoxybenzonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CELGENE CORPORATION; SAINDANE, Manohar, T.; GE, Chuansheng; WO2010/30345; (2010); A2;,
Nitrile – Wikipedia,
Nitriles – Chemistry LibreTexts