Sodium borohydride → tert-Butyl [1-(4-fluorophenyl)-2-hydroxy-2-naphthalen-1-ylethyl]carbamate

Beteiligte Stoffe

Reaktionsbedingungen

Reaktionsschritte

0.72 g (18.9 mmol) of sodium borohydride was added in 4 portions to a solution of 7.2 g (18.9 mmol) of tert-butyl [1-(4-fluorophenyl)-2-naphthalen-1-yl-2-oxoethyl]carbamate in 75 ml of methanol at 0-5° C. The reaction mixture was stirred at 0-5° C. for 1 h and then poured into an aqueous sodium dihydrogen phosphate solution (80 g/l). Extraction twice with ethyl acetate was followed by drying on magnesium sulfate. Concentration resulted in 7.4 g of tert-butyl [1-(4-fluorophenyl)-2-hydroxy-2-naphthalen-1-ylethyl]carbamate (diastereoisomer mixture: 85/15) as a pale yellow oil (yield: quantitative). The substance was used without further purification for the next stage.

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