反应 #811385

反应方程式

N-Ethyldiisopropylamine

6-Bromo-2-naphthoic acid

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

1-hydroxy-1H-benzotriazole monohydrate

Cyclopropylamine

→

title compound

收率 70.0%

6-bromo-N-cyclopropyl-2-naphthamide

收率 70.0%

溶剂

ethyl acetate

dimethylformamide

反应条件

后处理

1. 1
   温度cooling
2. 2
   workup.STIRRINGwith stirring at room temperature for 18 h
3. 3
   洗涤the mixture was washed successively with water and saturated brine
4. 4
   干燥The mixture was dried over anhydrous sodium sulfate
5. 5
   浓缩the solvent was concentrated
6. 6
   过滤The precipitated crystals were collected by filtration
7. 7
   其他dried

实验过程

6-Bromo-2-naphthoic acid (1.01 g), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.92 g) and 1-hydroxy-1H-benzotriazole monohydrate (0.735 g; HOBt) were dissolved in dimethylformamide (16 ml) under an argon atmosphere. N-Ethyldiisopropylamine (0.62 g) was added with stirring under ice-cooling. Cyclopropylamine (0.37 g) was added and the mixture was stood with stirring at room temperature for 18 h. The reaction mixture was poured into ethyl acetate (0.15 L) and the mixture was washed successively with water and saturated brine. The mixture was dried over anhydrous sodium sulfate and the solvent was concentrated. The precipitated crystals were collected by filtration and dried to give the title compound (0.817 g) as colorless needle crystals.

来源