Acetic Acid → HCID 68122754, compound

Participants

Reaction Steps

A mixture of 214 g (1.0 mole) of 1-tetradecanol, 59 g (1.46 mole) of sodium hydride (59.5% in oil) and 3 l. of dried xylene is heated to reflux with stirring for two hours, then allowed to cool after which 75 g (0.46 mole) of 5-chloro-2-thiophene carboxylic acid is added. The mixture is refluxed for 64 hours after which it is cooled and poured into a waterice mixture, acidified with acetic acid and extracted with the addition of ether. The ether is evaporated, and the xylene layer extracted five times with water:strong ammonia solution (1:1). The combined aqueous extract is acidified with acetic acid. The solid obtained is crystallized twice from hexane to give 2-(5-tetradecyloxy)thiophene carboxylic acid, M.P. 95°-96° C.

Provenance & Evidence