Ethyl Acrylate → Ethyl 3-chloro-4-trifluoromethylcinnamate

Participants

Reaction Conditions

Reaction Steps

DABCO (86.4 mg, 0.7 mmol), Pd(OAc)2 (86.5 mg, 0.38 mmol), 4-bromo-2-chloro-1-(trifluoromethyl)benzene (5.0 g, 19.2 mmol) and ethyl acrylate (2.86 g, 28.9 mmol) were added to a stirred solution of K2CO3 (2.6 g, 19.27 mmol) in DMF degassed previously for 20 minutes. The resulting mixture was stirred for 1 hour at 110° C. The reaction was monitored by TLC (5% ethyl acetate in hexane). Purification by column chromatography on silica gel (5% ethyl acetate in hexane) afforded 5.0 g of the product (94.3% yield).

Provenance & Evidence