Salicyl Alcohol → HCID 86743331, compound

Participants

Reaction Conditions

Reaction Steps

154.3 g (0.8 mol) of 28% sodium methoxide solution in methanol was added to a solution which had been obtained by adding 200 ml of methanol to 99.3 g (0.8 mol) of o-hydroxybenzyl alcohol. The resulting mixture was stirred at a temperature of 40° C. for about 1 hour. 122 g (0.8 mol) of chloromethylstyrene from which polymerization inhibitor had been removed by alkali washing was added dropwise to the mixture. The mixture was stirred under reflux for about 4 hours. The material thus refluxed was allowed to cool to room temperature. The resulting NaCl was filtered out. After the methanol was removed from the filtrate by distillation, the residue was repeatedly and thoroughly washed with hexane until chloromethylstyrene, as raw material, and by-products were completely removed therefrom. 400 ml of chloroform was added thereto for dissolution. The resulting solution was washed with distilled water two or three times. The resulting chloroform phase was separated out. The chloroform phase thus separated was dried by sodium sulfate. The chloroform was then removed by distillation to obtain 123 g of a pale yellow liquid (yield: 64%). This liquid was the desired material. It was confirmed by thin layer chromatography (TLC) using silica gel and gas chromatography (GLC) that this product had a high purity (98% or more).

Provenance & Evidence