Boron trifluoride etherate → HCID 131715001, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of benzhydryl 7-[2-(2-aminothiazol-4-yl)-2-hydroxyiminoacetamido]-3-[(E)-2-chlorovinyl]-3-cephem-4-carboxylate (syn isomer) (2.5 g) in a mixture of acetic acid (2.5 ml) and anisole (9.6 ml) was dropwise added boron trifluoride etherate (2.5 ml) at 3° C. and the mixture was stirred for 30 minutes at the same temperature for 30 minutes. The reaction mixture was dissolved in 20% aqueous solution of potassium carbonate, washed with ethyl acetate, concentrated to remove the organic solvent under reduced pressure, cooled to 5° C. and adjusted to pH 2.3 with 10% hydrochloric acid. The resultant precipitates were collected by filtration, washed with water and dried in vacuo to give 7-[2-hydroxyimino-2-(2-aminothiazol-4-yl)acetamido]-3-[(E)-2-chlorovinyl]-3-cephem-4-carboxylic acid (syn isomer) (2.65 g)

Provenance & Evidence