반응 #44749

반응 방정식

oxalyl chloride

4-acetoxybenzoic acid

DMF

→

4-(chlorocarbonyl)phenyl acetate

수율 99.8%

용매

CH2Cl2

반응 조건

후처리

1. 1
   온도cooled in ice bath
2. 2
   workup.ADDITIONwas added dropwise
3. 3
   농축The reaction mixture was concentrated under reduced pressure

실험 절차

A slurry of 4-acetoxybenzoic acid (100 g, 555.1 mmol) in CH2Cl2 (50 mL) was treated with a catalytic amount of DMF (0.5 mL) and cooled in ice bath. The reaction was stirred as neat oxalyl chloride (51 mL, 582.82 mmol, 1.05 equiv.) was added dropwise. The reaction was allowed to warm to ambient temperature and stirred overnight. The reaction mixture was concentrated under reduced pressure to give 4-(chlorocarbonyl)phenyl acetate (110 g, 100% th.; 110% pract.), which was used in the next step without further purification; 1H NMR (CDCl3) δ 8.09 (d, 2H), 7.20 (d, 2H), 2.28 (s, 3H) ppm.

출처