反应 #811384

反应方程式

N-Ethyldiisopropylamine

methylamine

6-Bromo-2-naphthoic acid

1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride

1-hydroxy-1H-benzotriazole monohydrate

→

title compound

收率 95.6%

6-bromo-N-methyl-2-naphthamide

收率 95.6%

溶剂

water

THF

dimethylformamide

反应条件

后处理

1. 1
   温度cooling
2. 2
   workup.STIRRINGthe mixture was stirred at room temperature for 18 h
3. 3
   workup.STIRRINGwith stirring
4. 4
   过滤the precipitate was collected by filtration
5. 5
   洗涤The precipitate was washed successively with water and diisopropyl ether
6. 6
   干燥dried in the presence of phosphorus pentaoxide at 70° C.

实验过程

6-Bromo-2-naphthoic acid (60.26 g), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (55.21 g) and 1-hydroxy-1H-benzotriazole monohydrate (44.1 g) were dissolved in dimethylformamide (960 ml) under an argon atmosphere. N-Ethyldiisopropylamine (37.23 g) was added with stirring under ice-cooling. A solution (2M; 192 ml) of methylamine in THF was added and the mixture was stirred at room temperature for 18 h. The reaction mixture was poured into water (8 L) with stirring and the precipitate was collected by filtration. The precipitate was washed successively with water and diisopropyl ether, and dried in the presence of phosphorus pentaoxide at 70° C. to give the title compound (60.6 g) as a crystalline powder.

来源