反应详情

To a solution of tert-butyl (trans)-2-(4-bromophenyl)cyclopropylcarbamate (Intermediate E[a2]) (1 g, 3.2 mmol), potassium carbonate (1.31 g, 9.6 mmol), 3-(trifluoromethyl) phenylboronic acid (0.73 g, 3.8 mmol) in acetonitrile:water (4:1) were degassed for 30 mins, added tetrakis triphenylphosphine palladium (36 mg, 0.032 mmol), degassed again for 10 mins, heated the reaction mixture at reflux temperature for 5 h. After completion, the reaction mixture was poured in ice water (50 mL), extracted with, ethyl acetate (2×50 mL). Combined extracts were washed with water (70 mL), brine (70 mL), dried over anhydrous Na2SO4, filtered and evaporated. The crude residue was purified by column chromatography (SiO2), by using EtOAc:Petroleum ether (2:8) to get tert-butyl (trans)-2-(3′-(trifluoromethyl)biphenyl-4-yl)cyclopropylcarbamate (0.8 g, 66%) as a white solid.

1. customdegassed again for 10 mins
2. temperatureheated the reaction mixture
3. temperatureat reflux temperature for 5 h
4. additionAfter completion, the reaction mixture was poured in ice water (50 mL)
5. extractionextracted with, ethyl acetate (2×50 mL)
6. washCombined extracts were washed with water (70 mL), brine (70 mL)
7. dry with materialdried over anhydrous Na2SO4
8. filtrationfiltered
9. customevaporated
10. customThe crude residue was purified by column chromatography (SiO2)