Ethyl vinyl ether → 1-Bromo-2-(1-ethoxyethyl)oxymethyl-benzene

Participants

Reaction Steps

Pyridinium p-toluenesulfonate (0.50 g, 0.002 mol) was added to a mixed solution of 2-bromobenzyl alcohol (18.70 g, 0.1 mol), dichloromethane (150 ml) and ethyl vinyl ether (14.42 g, 0.2 mol) under ice-cooling, and the mixture was stirred at room temperature for 3 hours. After completion of the reaction, a half-saturated aqueous solution (300 ml) of sodium bicarbonate was added, and the mixture was extracted with dichloromethane (100 ml) twice. The extract was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to obtain 1-bromo-2-(1-ethoxyethyl)oxymethyl-benzene (25.44 g, Yield: 98.2%) as a colorless oil.

Provenance & Evidence