反应详情

20.6 ml (20.6 mmol) of a 1 M borane-THF complex solution are added dropwise to a solution of 4.2 g (12.98 mmol) of methyl 4-[2-carboxy-4-(4-cyanophenyl)butyl]benzoate in 40 ml of THF at −15° C., and the reaction mixture is stirred at this temperature for 3 hours. Then a further 10 ml (10 mmol) of 1 M borane-THF complex solution are added dropwise, and the mixture is stirred at −15° C. for a further 30 min. After reaction is complete, saturated sodium bicarbonate solution is added to the reaction mixture, and the solvent is evaporated to dryness. The residue is taken up in dichloromethane, dried over sodium sulphate and again freed of solvent. The resulting crude product is purified by flash chromatography on 150 g of silica gel (mobile phase: ethyl acetate/petroleum ether 1:1). 3.1 g (90% purity, 83% yield) of a colourless solid are obtained.

1. additionThen a further 10 ml (10 mmol) of 1 M borane-THF complex solution are added dropwise
2. stirringthe mixture is stirred at −15° C. for a further 30 min
3. customAfter reaction
4. customthe solvent is evaporated to dryness
5. dry with materialdried over sodium sulphate
6. customThe resulting crude product is purified by flash chromatography on 150 g of silica gel (mobile phase: ethyl acetate/petroleum ether 1:1)
7. custom3.1 g (90% purity, 83% yield) of a colourless solid are obtained