Water → 1-Bromo-3-(2,2-diethoxyethoxy)benzene

Participants

Reaction Conditions

Reaction Steps

To a solution of 3-bromophenol (1.68 g, 9.77 mmol) in N,N′-dimethylformamide (32 mL), sodium hydride (purity 50%) (516 mg, 10.7 mmol) was added under ice-cold conditions, bromoacetaldehyde diethyl acetal (1.76 mL, 11.7 mmol) was added at 0° C., and the mixture was stirred at 120° C. overnight. The reaction solution was added water at room temperature, and extracted with diethylether. The organic layer was washed with brine, dried over anhydrous sodium sulfate, concentrated in vacuo, and purified by silica-gel column chromatography (hexane). The title compound (2.69 g (yield >100%)) was obtained as a yellow oil.

Provenance & Evidence