Sodium borohydride → Tert-butyl [1-(4-fluorophenyl)-2-hydroxy-2-quinolin-8-ylethyl]carbamate

참여 물질

반응 조건

반응 단계

tert-Butyl 4[1-(4-fluorophenyl)-2-hydroxy-2-quinolin-8-ylethyl]carbamate 0.314 g (8.3 mmol) of sodium borohydride was added in 4 portions to a solution of 3.16 g (8.3 mmol) of tert-butyl [1-(4-fluorophenyl)-2-oxo-2-quinolin-8-ylethyl]carbamate in 45 ml of methanol at 0-5° C. The reaction mixture was stirred at 0-5° C. for 0.5 h and then at room temperature for 0.5 h and subsequently 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 2.78 g of tert-butyl [1-(4-fluorophenyl)-2-hydroxy-2-quinolin-8-ylethyl]carbamate (diastereoisomer mixture: 80/20) as pale yellow powder (yield: 88%).

출처 및 근거