Reaktion #366659

Reaktionsgleichung

2-bromobenzylalcohol

ethyl vinyl ether

sodium bicarbonate

→

1-bromo-2-(1-ethoxyethyl)oxymethylbenzene

Ausbeute 98.2%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   workup.ADDITIONwas added
3. 3
   Extraktionthe mixture was extracted with dichloromethane (100 ml) twice
4. 4
   TrocknenThe extracts were dried over anhydrous magnesium sulfate
5. 5
   Einengenconcentrated under reduced pressure

Vorschrift

Pyridinium p-toluenesulfonate (0.50 g, 0.002 mol) was added to a mixture of 2-bromobenzylalcohol (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, half-saturated aqueous sodium bicarbonate solution (300 ml) was added, and the mixture was extracted with dichloromethane (100 ml) twice. The extracts were dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give 1-bromo-2-(1-ethoxyethyl)oxymethylbenzene (25.44 g, yield: 98.2%) as a colorless oil.

Quelle