Methacrylic Acid → 3'-(2-Methylacryloyloxy)biphenyl-3-yl 2-methylacrylate

Participants

Reaction Steps

4.50 g (18.4 mmol) of 4′-(3-hydroxypropoxy)biphenyl-4-ol, 6.5 ml (0.766 mol) of methacrylic acid and 0.5 g of N,N-dimethylaminopyridine (DMAP) are initially introduced in 250 ml of toluene, a solution of 16.0 g (0.775 mol) of N,N′-dicyclohexylcarbodiimide is added with ice-cooling, and the mixture is stirred overnight at room temp. After addition of 6.5 g of oxalic acid dihydrate, the batch is stirred for 1 h and filtered, and the filtrate is evaporated. The residue is filtered through silica gel with heptane/ethyl acetate (2:1) and recrystallised from diethyl ether, giving 3′-(2-methylacryloyloxy)biphenyl-3-yl 2-methylacrylate as colourless crystals of m.p. 102° C.

Provenance & Evidence