N,N-Dimethylaniline → 4-(6-Acryloyloxyhexyloxy)cinnamic acid

Participants

Reaction Conditions

Reaction Steps

A mixture of 21.15 g (0.08 mole) of 4-(6-hydroxyhexyloxy)cinnamic acid (13), 11.63 g (0.096 mole) of N,N-dimethylaniline 8.69 g (0.096 mole) of acryloyl chloride, 0.05 g of 2,6-di-t-butyl-4-methylphenol and 60 ml of 1,4-dioxane was heated at 60° C. under a nitrogen atmosphere. After 2 hours heating at 60° C. the mixture was filtered and dropped under stirring into a mixture of 1000 ml of water, 400 g of ice and 10 ml of 2.4 N hydrochloric acid. The solid precipitate was filtered off and recrystallized from 350 ml of ethanol. The solid was dried in a desiccator over silica gel. Yield 19.7 g (77.3%).

Provenance & Evidence