Benzyl Alcohol → Benzyl 2-Benzylacrylate

Participants

Reaction Steps

2-Benzylacrylic acid (2.20 g, 13.6 mmol) in dry ether (40 mL) was treated with dicyclohexylcarbodiimide (2.60 g, 12.6 mmol), benzyl alcohol (1.30 mL, 12.6 mmol) and 4-dimethylaminopyridine (0.310 g, 2.54 mmol). After stirring at room temperature for 44 h, the mixture was filtered and evaporated. Chromatography of the residue on silica with 5% oil: b.p. 150° C. (0.2 mm); TLC (20% ethyl acetate/80% hexane) Rf =0.31; 1H-NMR (CDCl3) 7.15-7.40 (m, 10H), 6.28 (m, 1H), 5.49 (m, 1H), 5.17 (2H,s), 3.67 (s, 2H).

Provenance & Evidence