Sodium borohydride → HCID 59591543, compound

Participants

Reaction Steps

A solution of the ketone 6e (242 mg, 0.44 mmol) in 6 mL of CH2Cl2 is added at 0° C. to a suspension of NaBH4 (50 mg, 1.32 mmol) in 9 mL of MeOH. After stiffing for 3 h at 0° C., the reaction medium is quenched by the addition of a saturated aqueous solution of NH4Cl. After dilution of the reaction medium in a CH2Cl2 and H2O mixture, it is extracted with CH2Cl2. The organic phases are then combined, dried over MgSO4, filtered and concentrated under vacuum. Purification is carried out on a silica column (cyclohexane/AcOEt 8:2) in order to produce the mixture of 4 non-separable diastereoisomers of the expected alcohol (173 mg, 0.03 mmol, 76%) in the form of a yellow oil.

Provenance & Evidence