HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → HCID 68132120, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Acetyl chloride | HCID 6367 | — |
| Reactant | Stannous Chloride | HCID 24479 | — |
| Reactant | HCID 68131421 | HCID 68131421 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 68132120 | HCID 68132120 | — |
Reaction Steps
To a solution of 0.494 g (1.0 mmole) of 2,2,2-trichloroethyl 3-fluoromethyl-7-phenylacetamido-3-cephem-4-carboxylate-1-oxide in 5 ml CH3CN and 2 ml DMF at 0° is added 0.207 g (1.1 mmole) anhydrous SnCl2 and 0.40 g (5 mmole) acetyl chloride and the resulting mixture is stirred at 0° for 1.0 hrs, then at 25° 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 give 2,2,2-trichloroethyl 3-fluoromethyl-7-phenylacetamido-3-cephem-4-carboxylate, which can be purified by chromatography on silica gel with chloroform.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03950329 |
| Source dataset | uspto-grants-1976_04 |
| ORD ID | ord-b5e5275c135a415d8b15c9dd05559eab |
| Source note | uspto-grants-1976_04 |