反应详情

温度

90 °C

Tert-butyl (3-bromo-2-chloro-5-cyanophenyl)carbamate (500 mg, 1.508 mmol), 2-(di-t-butylphosphino)-2′-methylbiphenyl (14.13 mg, 0.045 mmol), and Pd2(dba)3 (13.81 mg, 0.015 mmol) were combined in a 40 dram vial which was evacuated and backfilled 3× with N2. To this was added acetonitrile (3 mL), N,N-dicyclohexylmethylamine (0.388 mL, 1.809 mmol), and prop-2-en-1-ol (0.154 mL, 2.262 mmol). The vial was again evacuated and backfilled with N2 3×, and heated at 90° C. for 3 h. The reaction mixture was cooled to room temperature and the solvent removed in vacuo. The material was purified by flash column chromatography (0%-50% EtOAc/Hex; 80 g column). Tert-butyl (2-chloro-5-cyano-3-(3-oxopropyl)phenyl)carbamate (184 mg) was obtained as a yellow glass.

1. customwas evacuated
2. customThe vial was again evacuated
3. temperatureThe reaction mixture was cooled to room temperature
4. customthe solvent removed in vacuo
5. customThe material was purified by flash column chromatography (0%-50% EtOAc/Hex; 80 g column)