4-((6-(Acryloyloxy)hexyl)oxy)benzoic acid → HCID 58935103, compound

Participants

Reaction Steps

To a solution of 42.2 g (0.20 mole) of 4-hydroxy-benzoic acid ethoxymethyl ester (11) in 520 ml of dichloromethane were added 58.3 g (0.2 mole) of 4-(6-acryloyloxy-hexyloxy)-benzoic acid and 2.4 g (0.02 mole) of 4-N,N-dimethylaminopyridine, under a nitrogen atmosphere. The mixture was cooled in an ice-water bath. After a few minutes 41.15 g (0.2 mole) of N,N-dicyclohexyl carbodiimide were added. Then the ice-water bath was removed. It was stirred at room temperature under nitrogen for one night. Then the mixture was filtered and extracted twice with 300 ml of hydrochloric acid (2.4 M). The organic layer was passed through a filter paper and the solvent was evaporated to leave 98.5 g of a clear oil (100%).

Provenance & Evidence