1,2-Dichloroethane → 1-Chloro-1-phenylmethyl phenyl carbonate

Participants

Reaction Conditions

Reaction Steps

Phenyl chloroformate (3.0 g, 19.2 mmol) and benzaldehyde (2.4 g, 23.0 mmol) were dissolved in 1,2-dichloroethane (15 ml) and pyridine (0.09 g, 1.14 mmol) was added dropwise to the stirred solution. Stirred at 80° C. for two days and at 100° C. for one day. Washed with water (25 ml), the aqueous phase was back-extracted with dichloromethane (25 ml). The combined organic phases were dried (MgSO4) and concentrated. Purified by flash chromatography (Silikagel 60, petroleum ether/ethyl acetate 95 5). Yield: 1.5 g. 1H-NMR (CDCl3): delta=7.34 (CH); 7.20-7.61 ppm (phenyl). GC/MS: 262.1 (M+).

Provenance & Evidence