反应详情

To a solution of 4.25 g (20.8 mmol) of 1,1-dimethyl-5-methoxyindan-6-carboxaldehyde in 25 ml of methylene chloride and cooled in an ice water bath was added 22 ml (22.0 mmol, 1M in methylene chloride) of boron tribromide. After stirring for 1 h, the reaction mixture was poured into 100 ml of ice water The organic phase was dried and evaporated. The residue was chromatographed on silica gel (50 g) using hexane as eluent There was obtained 3.37 g (17.7 mmol, 85%) of 1,1-dimethyl-5-hydroxyindan-6-carboxaldehyde as a white solid; mp 40°-40.5° C.

1. customwas dried
2. customevaporated
3. customThe residue was chromatographed on silica gel (50 g)