Hydrochloric Acid → 4-O-acetyl-2,3,6-tri-O-benzyl-alpha-D-galactopyranosyl chloride

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Reaction Steps

A solution of 1,4-di-O-acetyl-2,3,6-tri-O-benzyl-D-galactopyranose (4.64 g, 8.67 mmol) in ether (10 mL) was treated with ethereal hydrogen chloride (0.2 g/mL, 25 mL). The mixture was stirred at room temperature during 48 h. The solvents were evaporated under reduced pressure to afford an oil. Flash chromatography on silica gel and elution with a graded mixture of carbon tetrachloride and ethyl acetate afforded 4-O-acetyl-2,3,6-tri-O-benzyl-α-D-galactopyranosyl chloride (3.142 g, 71%) as an oil.

Provenance & Evidence