반응 #363024

반응 방정식

N-methyl-N-methyloxy-2-amino-5-chlorobenzamide

2-(3-bromophenyl)-1,3-dioxolane

hexane

n-butyl lithium

→

3-(2-amino-5-chlorobenzoyl)phenyl-1,3-dioxolane

수율 57.5%

용매

tetrahydrofuran

acetic acid ethyl ester

water

반응 조건

후처리

1. 1
   세척The organic layer was washed with water
2. 2
   건조dried over anhydrous Na2SO4
3. 3
   workup.DISTILLATIONthe solvent was distilled off
4. 4
   기타The residue was purified by means of a silica gel column chromatography

실험 절차

A solution of N-methyl-N-methyloxy-2-amino-5-chlorobenzamide (2 g) and 2-(3-bromophenyl)-1,3-dioxolane (2.1 g) in tetrahydrofuran (65 ml) was cooled to −78° C. To the solution was added dropwise gradually a hexane solution of n-butyl lithium (1.6 mol/L)(11.6 ml). To the mixture were added water (300 ml) and acetic acid ethyl ester (50 ml). The organic layer was washed with water and dried over anhydrous Na2SO4, then the solvent was distilled off. The residue was purified by means of a silica gel column chromatography to give 2-[3-(2-amino-5-chlorobenzoyl)phenyl-1,3-dioxolane (1.6 g) as a colorless oily compound.

출처