Reaktion #660234

Reaktionsgleichung

3-(benzyloxy)phenol

2-chloro-N,N-dimethylethanamine

cesium carbonate

→

desired product

2-(3-(benzyloxy)phenoxy)-N,N-dimethylethanamine

Lösungsmittel

ethyl acetate

NaOH

N,N-dimethylformamide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe layers were separated
2. 2
   ExtraktionThe aqueous layer was extracted with ethyl acetate
3. 3
   Trocknenthe combined organic layers were dried over MgSO4
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated
6. 6
   SonstigeThe residue was purified by flash chromatography (5% 7N NH3 in methanol-dichloromethane)

Vorschrift

A solution of 3-(benzyloxy)phenol (2.002 g), 2-chloro-N,N-dimethylethanamine (1.459 g) in N,N-dimethylformamide (50 mL) was treated with cesium carbonate (3.91 g) and stirred at 50° C. overnight. The mixture was diluted with ethyl acetate and 1N aqueous NaOH and the layers were separated. The aqueous layer was extracted with ethyl acetate and the combined organic layers were dried over MgSO4, filtered and concentrated. The residue was purified by flash chromatography (5% 7N NH3 in methanol-dichloromethane) to give the desired product.

Quelle