Lauric Acid → HCID 12851997, compound

Participants

Reaction Steps

A mixture of 11.8 g (0.0589 mole) of lauric acid and 14.8 g (0.0707 mole) of trifluoroacetic anhydride is stirred at room temperature for 1/2 hour. To the mixture 10.0 g (0.060 mole) of ethyl-2-furanylacrylate is added and the mixture is cooled to about -10° C. One ml of 70% perchloric acid is added and the mixture is warmed to room temperature and stirred for 1 hour. The mixture is diluted with 100 ml of ether and treated with saturated aqueous Na2CO3 until basic. The layers are separated and the ether layer washed with saturated aqueous Na2CO3, water, brine and then evaporated to dryness. The residue is distilled 160°-190° C. (0.1 mm Hg) to give ethyl (E)-3-[5-(1-oxododecyl)-2-furanyl]-2-propenoate, mp 50°-51° C.

Provenance & Evidence