Hydrochloric Acid → HCID 131714961, compound

Participants

Reaction Conditions

Reaction Steps

To a suspension of benzhydryl 7-[2-(2-formamidothiazol-4-yl)-2-allyloxyiminoacetamido]-3-[(Z)-2-(3-pyridyl)vinylthiomethyl]-3-cephem-4-carboxylate (syn isomer) (23.5 g) in methanol (950 ml) was added conc. hydrochloric acid (12.7 ml) at ambient temperature. The mixture was stirred for 50 minutes at 35° C. The mixture was concentrated in vacuo to give a residue, which was dissolved in a mixture of ethyl acetate, tetrahydrofuran and water. The mixture was adjusted to pH 7 with an aqueous solution of sodium bicarbonate. The organic layer was separated, washed with water and a saturated aqueous solution of sodium chloride in turn, dried over magnesium sulfate and concentrated in vacuo, and the residue was triturated in diisopropyl ether to give benzhydryl 7-[2-(2-aminothiazol-4-yl)-2-allyloxyiminoacetamido]-3-[(Z)-2-(3-pyridyl)vinylthiomethyl]-3-cephem-4-carboxylate (syn isomer) (21.5 g)

Provenance & Evidence