Benzyl Bromide → HCID 66625251, compound

Participants

Reaction Steps

To a mixture of 5.0 g (19.7 mmol) 4-benzyloxycarbonylamino-3-hydroxy-butyric acid and 6.36 g (1 equiv.) tetra-n-butyl ammonium bromide in 70 ml dichloromethane and 50 ml of an aqueous saturated NaHCO3-solution were added 2.35 ml (1 equiv.) benzyl bromide. The resulting mixture was stirred vigorously for 72 h at room temperature. The organic layer was separated, washed three times with brine, dried over anhydrous MgSO4 and concentrated under reduced pressure. Purification by flash chromatography on silica gel (eluent: heptane/ethyl acetate) gave pure 4-benzyloxycarbonylamino-3-hydroxy-butyric acid benzyl ester as colorless oil.

Provenance & Evidence