반응 #811385

반응 방정식

N-Ethyldiisopropylamine

6-Bromo-2-naphthoic acid

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

1-hydroxy-1H-benzotriazole monohydrate

Cyclopropylamine

→

title compound

수율 70.0%

6-bromo-N-cyclopropyl-2-naphthamide

수율 70.0%

용매

ethyl acetate

dimethylformamide

반응 조건

후처리

1. 1
   온도cooling
2. 2
   workup.STIRRINGwith stirring at room temperature for 18 h
3. 3
   세척the mixture was washed successively with water and saturated brine
4. 4
   건조The mixture was dried over anhydrous sodium sulfate
5. 5
   농축the solvent was concentrated
6. 6
   여과The precipitated crystals were collected by filtration
7. 7
   기타dried

실험 절차

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.

출처