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

Participants

Reaction Steps

5.00 g (26.9 mmol) of biphenyl-3,3′-diol, 9.5 ml (0.112 mol) of methacrylic acid and 0.7 g of N,N-dimethylaminopyridine (DMAP) are initially introduced in 200 ml of toluene, a solution of 23.5 g (0.114 mol) of N,N′-dicyclohexylcarbodiimide is added with ice-cooling, and the mixture is stirred overnight at room temp. After addition of 4.4 g of oxalic acid dihydrate, the batch is stirred for 1 h and filtered, and the filtrate is evaporated. The residue is chromatographed on silica gel with heptane/ethyl acetate (2:1), giving 3′-(2-methylacryloyloxy)biphenyl-3-yl 2-methylacrylate as colourless crystals of m.p. 70° C.

Provenance & Evidence