Extracurricular laboratory: Synthetic route of 6940-78-9

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, 6940-78-9, other downstream synthetic routes, hurry up and to see.

A common compound: 6940-78-9, name is 1-Bromo-4-chlorobutane, belongs to chlorides-buliding-blocks compound, 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. 6940-78-9

After 7-hydroxy-lH-quinolin-2-one (10 g) and DMF (50 ml) were heated to approximately 30C, an aqueous potassium carbonate solution (potassium carbonate: 8.6 g, water: 10 ml) was added. After the mixture was stirred at 30 to 40C for about 15 minutes, l-bromo-4-chlorobutane (14.3 ml) was added and stirred at approximately 40C for 5 hours. Water (100 ml) was added dropwise over a period of 30 minutes or more while the temperature was maintained at 30C or more. After the mixture was stirred at approximately 30C for 30 minutes, stirring was continued at 10C or less for 1 hour, after which the precipitated crystals were collected by filtration. After methanol (100 ml) was added to the precipitated crystals, the mixture was stirred under reflux to ensure dissolution. This solution was cooled and stirred at 30 to 40C for 30 minutes and then at 5C or less for about 1 hour, after which the precipitated crystals were collected by filtration. The crystals were dried at 60C to obtain 7- (4-chlorobutoxy) -lH-quinolin-2-one as white powder. Yield: 12.3 g ^I-NMR (300 MHz; CDC13) oppm; 1.95-2.05 (4H, m) , 3.64 (2H, t, J = 6.0Hz), 4.10 (2H, t. J = 5.5 Hz), 6.56 (1H, d, J = 9.5 Hz), 6.80 (1H. dd, J = 9.0 Hz, 2.5 Hz), 6.84 (1H, d, J = 2.5 Hz), 7.45 (1H, d, J = 9.0 Hz), 7.73 (1H, d, J = 9.5 Hz), 12.45 (1H, brs).

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, 6940-78-9, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; OTSUKA PHARMACEUTICAL CO., LTD.; SHINHAMA, Koichi; UTSUMI, Naoto; SOTA, Masahiro; FUJIEDA, Shigeo; OGASAWARA, Shin; WO2013/15456; (2013); A1;,
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics