Benzene, 1-bromo-4-(trifluoromethyl)- → HCID 58118066, compound

Participants

Reaction Steps

4-Bromobenzotrifluoride (572 μL, 3.30 mmol), piperidine-4-carboxylic acid ethyl ester (985 μL, 6.00 mmol), tris-(dibenzylideneacetone)-dipalladium (62 mg, 0.07 mmol), 2,2′-bis-(diphenylphosphino)-1,1′-binaphthalin (121 mg, 0.19 mmol), and sodium tert-butoxide (576 mg, 6.0 mmol) were dissolved in toluene (5 mL). The resulting mixture was irradiated at 120° C. for 30 min in a microwave oven. The mixture was then cooled to room temperature and diluted with ethyl acetate (20 mL). This resulted in a precipitate. The precipitate was separated by filtration, and the filtrate was concentrated under vacuum. Purification by column chromatography on silica gel (dichloromethane/diethylether; first eluting with a 1:0 mixture (i.e., all dichloromethane), and then with a 6:1 mixture) afforded the desired product as an oil (110 mg, 12% yield).

Provenance & Evidence