Water → Benzhydryl 3-fluoromethyl-7-(2-thienylacetamido)-3-cephem-4-carboxylate

Participants

Reaction Steps

To a solution of 2.08 g (3.7 mmole) of benzhydryl 3-fluoromethyl-7-(2-thienylacetamido)-3-cephem-4-carboxylate-1-oxide in 15 ml CH3CN and 6 ml DMF (dimethylformamide) at 0° is added 0.765 g (4.04 mmole) of anhydrous SnCl2 and 1.21 g (15.4 mmole) of acetyl chloride and the resulting mixture is stirred at 0° for 1.0 hrs, then at 30° for 1.0 hour, and then poured into water and extracted with ethyl acetate. The ethyl acetate layer is washed with 3% HCl solution, 5% NaHCO3 solution, and water, and then dried (MgSO4) and stripped in vacuo to yield benzhydryl 3-fluoromethyl-7-(2-thienylacetamido)-3-cephem-4-carboxylate, which can be purified by the method outlined in 3 above.

Provenance & Evidence