Reacción #668155

Ecuación de reacción

Bromoethylmethyl ether

hydroquinone monobenzylether

potassium carbonate

→

1-(benzyloxy)-4-(2-methoxyethoxy)benzene

Disolventes

N,N-dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturato cool to ambient temperature
2. 2
   Filtraciónthe mixture filtered
3. 3
   workup.DISSOLUTIONThe filtrate was dissolved in water (750 ml)
4. 4
   Extracciónthe aqueous mixture was extracted with ethyl acetate (5×150 ml)
5. 5
   Lavadowashed with water (3×100 mls), brine (200 mls)
6. 6
   Secadodried (MgSO4)
7. 7
   Otroevaporated

Procedimiento

Bromoethylmethyl ether (105.7 g) was added to a stirred suspension of hydroquinone monobenzylether and unhydrous potassium carbonate (84.5 g) in N,N-dimethylformamide (250 ml). The reaction mixture was heated at 90° C. for 18 hours. The reaction mixture was allowed to cool to ambient temperature and the mixture filtered. The filtrate was dissolved in water (750 ml) and the aqueous mixture was extracted with ethyl acetate (5×150 ml). The ethyl acetate extracts were combined, washed with water (3×100 mls), brine (200 mls), dried (MgSO4) and evaporated to give 1-(benzyloxy)-4-(2-methoxyethoxy)benzene (102.4 g) as a solid; NMR: 3.3(3H,s), 3.61(2H,m), 4.0(2H,m), 5.02(2H,s), 6.9(4H,m) and 7.4(5H,m) and m/z 259(M+H).

Fuente