Thionyl Chloride → 3-Methoxycinnamoyl Chloride

Participants

Reaction Steps

Thionyl chloride (38 g.) was added dropwise to a mixture of 3-methoxycinnamic acid (50 g.) and benzene (500 ml.), and the resulting mixture was heated under reflux for 1.5 hours, then evaporated under reduced pressure on a rotary evaporator to give an oil. The oil solidified on standing at room temperature, giving 59 g. of the product. Analytical sample (m.p. 43°-45° ) was obtained by recrystallization from petroleum ether.

Provenance & Evidence