Hydrogen Bromide → 2-Benzyl-7-bromo-3-hydroxyquinoline

Participants

Reaction Steps

A mixture of 1.28 g of 2-benzyl-7-bromo-3-methoxyquinoline obtained in Example 209d, 990 mg of n-hexadecyl-tri-n-butylphosphonium bromide, 12 ml of 47% hydrobromic acid and 10 ml of acetic acid was heated under reflux for 12 hours. After cooling as it was, the reaction solution was slowly poured into an aqueous potassium carbonate solution and the mixture was extracted with diethyl ether. The organic phase was washed with brine and the solvent was removed, to give 1.8 g of the target compound (including n-hexadecyl-tri-n-butylphosphonium bromide) as a crude product.

Provenance & Evidence