Acetic Acid → HCID 66702189, compound

Participants

Reaction Steps

A solution of ethyl 3-(5-bromothiophen-2-yl)-3-oxopropanoate (3.73 g, 13.46 mmol), benaldehyde (1.501 ml, 14.81 mmol), piperidine (0.133 ml, 1.346 mmol) and acetic acid (0.389 ml, 6.8 mmol) in benzene (50 ml) was heated at 85° C. for 5 h using a Dean-Stark trap for removal of the water formed. The reaction solution was concentrated. The resulting residue was purified via flash chromatography (silica gel cartridge with eluent of 0-5% ethyl acetate/hexane) to give ethyl 2-(5-bromothiophene-2-carbonyl)-3-phenylacrylate as a light amble viscous oil (4.25 g). LCMS m/z 388.99, 390.09 (M+23); HPLC: Rt 3.701 min.

Provenance & Evidence