Water → 1-Bromo-4-(1-hydroxyethyl)-3-hydroxymethylbenzene

Participants

Reaction Steps

18.30 g of lithium aluminium hydroxide was suspended in 1.0 l of THF, to which 300 ml of THF solution of 36.44 g of 6-bromo-3-methylphtalide (3-5) was dropped at −30° C. and the resulting mixture was stirred at the same temperature for 2 hours. After the reaction was completed, 76 ml of water and 19 ml of 15% sodium hydroxide solution were added thereto, and the resulting residue was separated by filtering and the filtrate was concentrated under reduced pressure. Ethyl acetate was added to the resulting residue, which was washed with saturated salt water and dried over anhydrous magnesium sulfate, and thereafter, the solvent was distilled off under reduced pressure to obtain 36.84 g of 1-bromo-4-(1-hydroxyethyl)-3-hydroxymethylbenzene (3-6).

Provenance & Evidence