Water → HCID 19699506, compound

Participants

Reaction Conditions

Reaction Steps

1,3-Difluoro-6,7,8,9-tetrahydro-5H-benzocyclohepten-7-one (1.5 g, 7.6 mmol) was dissolved in 30 mL of dry THF, the solution was cooled to 0° C. under argon and 1M LAH (7.5 mL, 7.5 mmol) in THF was added over 2 minutes. The mixture was stirred at 0° C. for 1 hour and then 0.28 mL of water, 0.28 mL of 15% aqueous sodium hydroxide and 0.9 mL of water were added sequentially. The mixture was stirred for 5 minutes, filtered, washed with ethyl acetate and dried over magnesium sulfate. Evaporation of the solvents gave 1,3-difluoro-6,7,8,9-tetrahydro-7-hydroxy-5H-benzocycloheptene (1.55 g, 7.8 mmol) as an oil.

Provenance & Evidence