Reaktion #46260

Reaktionsgleichung

3-chloro-2-fluorophenol

benzyl bromide

sodium carbonate

KOH

→

title compound

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

Lösungsmittel

ethylene glycol dimethyl ether

H2O

diethyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe organic layer was separated
2. 2
   Waschenwashed with brine
3. 3
   Trocknendried over sodium sulfate
4. 4
   Einengenconcentrated in vacuo

Vorschrift

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).

Quelle