Reacción #46260

Ecuación de reacción

3-chloro-2-fluorophenol

benzyl bromide

sodium carbonate

KOH

→

title compound

1-(benzyloxy)-3-chloro-2-fluorobenzene

Disolventes

ethylene glycol dimethyl ether

H2O

diethyl ether

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThe organic layer was separated
2. 2
   Lavadowashed with brine
3. 3
   Secadodried over sodium sulfate
4. 4
   Concentraciónconcentrated in vacuo

Procedimiento

A mixture of 3-chloro-2-fluorophenol (1.5 g, 10.2 mmol), benzyl bromide (1.71 g, 10.0 mmol) and sodium carbonate (1.10 g, 10.38 mmol) in 20 mL ethylene glycol dimethyl ether and 10 mL H2O was stirred at rt for 36 h. The reaction mixture was charged with 20 mL 1N KOH and 50 mL diethyl ether. The organic layer was separated, washed with brine, dried over sodium sulfate, and concentrated in vacuo to afford the title compound as a white solid which was used without further purification. 1H NMR (CDCl3, 400 MHz) δ 5.16 (s, 2Hs) 6.86-7.03 (m, 3Hs) 7.31-7.48 (m, 5Hs).

Fuente