Pyridine → HCID 131712938, compound

Participants

Reaction Steps

In dimethylformamide (20 ml) are dissolved 2,2,2-trichloroethyl 3-methyl-7-oxo-3-cephem-4-carboxylate (3.63 g) and methoxyamine hydrochloride (2.63 g), followed by addition of pyridine (0.83 g) and methylene chloride (70 ml). The mixture is refluxed in a Dean-Stark trap packed with Molecular Sieve 3A for 2 hours. The reaction mixture is concentrated under reduced pressure and the residue is dissolved in ethyl acetate. This solution is washed with water, 1 N-HCl and aqueous sodium chloride in the order mentioned, dried over magnesium sulfate and concentrated under reduced pressure. The residual oil is subjected to silica gel (35 g) column chromatography and elution is carried out with methylene chloride. By the above procedure is obtained 2,2,2-trichloroethyl 7-methoxyimino-3-methyl-3-cephem-4-carboxylate as as oil (3.66 g).

Provenance & Evidence