Water → HCID 67875437, compound

Participants

Reaction Steps

To a solution of benzyl [4-(benzyloxy)-2-chlorophenyl]acetate (4.39 g) in tetrahydrofuran (80.0 mL) was added a 1 M solution of diisobutylaluminum hydride in toluene (37.0 mL) under ice-cooling under an argon atmosphere, followed by stirring for 1 hour under ice-cooling. To the reaction mixture was added a saturated aqueous Rochelle salt solution under ice-cooling. After stirring at room temperature for 2 hours, water was added thereto, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and the solvent was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain 2-[4-(benzyloxy)-2-chlorophenyl]ethanol (3.01 g).

Provenance & Evidence