1-Bromo-3-chlorobenzene → HCID 57936084, compound

Participants

Reaction Conditions

Reaction Steps

In a dried, screwcapped test tube under argon to a mixture of 240 mg (2.49 mmol) sodium tert.-butanolate, 33 mg (0.04 mmol) of tris-(dibenzylideneacetone)-dipalladium(0) and 42 mg (0.11 mmol) of 2-dicyclohexylphosphino-2′-(N,N-dimethylamino)biphenyl in 3.1 ml of toluene were added 308 mg (1.96 mmol) of ethyl piperidinelcarboxylate and 341 mg (1.78 mmol) of 3-chlorobromobenzene. The mixture was stirred with heating overnight at 80° C. After cooling, ethyl acetate was added, solid material was filtered off, the solvents were evaporated and the residue was purified by preparative RP-HPLC in a water/acetonitrile gradient to yield ethyl 1-(3-chlorophenyl)-piperidine-4-carboxylate.

Provenance & Evidence