반응 #66394

반응 방정식

tert-butyl(trans)-2-(4-bromophenyl)cyclopropylcarbamate

Intermediate F

tert-butyl(trans)-2-(4-bromophenyl)cyclopropylcarbamate

boronic acid

K2CO3

water

→

tert-butyl(trans)-2-(1,1′-biphenyl-4-yl)cyclopropylcarbamate

용매

CH3CN H2O

반응 조건

후처리

1. 1
   온도heated the reaction mixture
2. 2
   온도at reflux temp for 4 h
3. 3
   추출extracted with EtOAc
4. 4
   세척The combined extracts were washed with water, brine
5. 5
   건조dried over anhydrous Na2SO4
6. 6
   여과filtered
7. 7
   기타evaporated
8. 8
   기타The crude residue was purified by column chromatography

실험 절차

A solution of tert-butyl(trans)-2-(4-bromophenyl)cyclopropylcarbamate (Intermediate F; 1 equiv), 1.2 equiv of the boronic acid, 3.0 equiv of K2CO3 in CH3CN+H2O (4:1) was degassed for 30 mins with Argon gas, added 0.01 equiv of Pd (PPh3)4, heated the reaction mixture at reflux temp for 4 h. The progress of the reaction was monitored by TLC, after completion, poured the reaction mixture into water, extracted with EtOAc. The combined extracts were washed with water, brine, dried over anhydrous Na2SO4, filtered and evaporated. The crude residue was purified by column chromatography to get tert-butyl(trans)-2-(1,1′-biphenyl-4-yl)cyclopropylcarbamate derivative

출처