Sodium Hydroxide → HCID 12232950, compound

Participants

Reaction Steps

A mixture of 20.3 parts of diethyl 2-allyl-2-[p-(2-thenoyl)phenyl]malonate and 150 parts of sodium hydroxide solution 5% is stirred and refluxed for 5 hours. The reaction mixture is cooled and washed twice with 80 parts of ether. The aqueous phase is separated and acidified with concentrated hydrochloric acid solution till strongly acid: an oil is separated which solidifies. The product is extracted with ether. The extract is washed with water, dried and evaporated. The oily residue solidifies on triturating in petroleumether. The solid product is filtered off and crystallized from 32 parts of acetonitrile at -20° C, yielding 2-[p-(2-thenoyl)phenyl]-4-pentenoic acid; m.p. 117.1° C; also named p-(2-thenoyl)-α-allyl-phenylacetic acid.

Provenance & Evidence