Sodium borohydride → HCID 53856751, compound

Participants

Reaction Conditions

Reaction Steps

2(S)-(N,N-Dibenzylamino)-1-phenyl-3-oxo-6-methylheptane (100 g) was dissolved in a mixture of methanol (500 ml) and tetrahydrofuran (500 ml), and the solution was cooled to -20° C. To the solution was portionwise added sodium borohydride (63 g) at said temperature. After the completion of the reaction, the reaction mixture was concentrated under reduced pressure, and ethyl acetate (500 ml) and water (500 ml) were added to the residue for extraction. The water layer was re-extracted with ethyl acetate (250 ml ). The combined organic layer was washed with saturated brine (500 ml), and the organic layer was concentrated. Water (100 ml) was added to the residual oily substance, and azeotropic distillation was performed. After 8 times of azeotropic distillation, toluene (100 ml) was added. Additional azeotropic distillation gave 2(S)-(N,N-dibenzylamino)-1-phenyl-3(S)-hydroxy-6-methylheptane (56.8 g).

Provenance & Evidence