2-Phenylethanol → HCID 10587030, compound

Participants

Reaction Steps

A solution of 12.72 g (84.8 mmol) 2-formylbenzoic acid, 8.27 g (67.8 mmol) DMAP and 20.69 g (169.6 mmol) 2-phenylethanol in 130 ml dichloromethane was cooled in an ice bath before adding a solution of 19.25 g (93.3 mmol) DCC in 40 ml dichloromethane for 10 min. The reaction medium was maintained under stirring at 0° for 15 min, then at 20° for 48 h. The precipitate formed during the reaction was filtered and the filtrate washed with HCl (10%, 2×) and with a saturated Na2CO3 solution (2×) and with water (2×). The organic phase was dried over Na2SO4, concentrated and chromatographed (SiO2, 8:2 heptane/ether) to give 2.38 g (11%) 2-phenylethyl 2-formylbenzoate in the pure state in the form of a colourless oil.

Provenance & Evidence