Acetyl chloride → 5-Bromo-2,3-dihydro-3,3-dimethyl-2-acetoxybenzofuran

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Reaction Steps

Acetyl chloride (2.0 g) in diethyl ether (10 ml) was added dropwise to a stirred, cooled solution of 5-bromo-2,3-dihydro-3,3-dimethyl-2-hydroxybenzofuran (5.0 g), prepared as in Example 5(e), and triethylamine (2.5 g) in diethyl ether (40 ml). After stirring for 3 hours at room temperature the mixture was washed with water three times, dried over magnesium sulphate and run down to yield 5 g of crude product, mp 73°-80° C., which was recrystallised from petroleum ether (80°-100° C.) with charcoaling to give 4 g of pure product, mp 83°-85° C.

Provenance & Evidence