Water → Phenethyl (E)-caffeate

Participants

Reaction Conditions

Reaction Steps

10.0 g of caffeic acid and 6.1 g potassium bicarbonate were mixed in 50 mL of dimethylsulfoxide. 7.6 mL of phenethyl bromide were added and the reaction mixture was heated to 70° C. under agitation. The mixture was stirred for 3 hrs, and then cooled to <25° C. The reaction mixture was slowly added to 500 mL of water under agitation to precipitate the product, which was recovered by filtration. The crude product was washed with dilute potassium bicarbonate and toluene and was then recrystallized via cooling from 200 mL boiling toluene to obtain caffeic acid phenethyl ester The yield was 9.0 g and the assay was 100%.

Provenance & Evidence