Reaktion #66394

Reaktionsgleichung

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

Lösungsmittel

CH3CN H2O

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated the reaction mixture
2. 2
   Temperaturat reflux temp for 4 h
3. 3
   Extraktionextracted with EtOAc
4. 4
   WaschenThe combined extracts were washed with water, brine
5. 5
   Trocknendried over anhydrous Na2SO4
6. 6
   Filtrationfiltered
7. 7
   Sonstigeevaporated
8. 8
   SonstigeThe crude residue was purified by column chromatography

Vorschrift

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

Quelle