Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrogen Peroxide | HCID 784 | — |
| Reactant | Water | HCID 962 | — |
| Reactant | HCID 70360869 | HCID 70360869 | — |
| Catalyst | Sodium tungstate | HCID 26052 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | HCID 12895213 | HCID 12895213 | 94.9% |
Reaction Steps
1-cyclopropylethyl 6-(2-phenylacetamido)-2,2-dimethylpenam-3-carboxylate (1.55 g.) was dissolved in acetic acid (8 cc) and sodium tungstate (10 mg.) was added thereto. To the stirred mixture was added, dropwise, 30% hydrogen peroxide (0.53 g.) while cooling in an ice bath and the mixture was stirred for a period of 30 minutes at this temperature. Water was added to the mixture and the aqueous solution was extracted with ethyl acetate. The ethyl acetate layer was washed in turn with a saturated aqueous solution of sodium bicarbonate, water, and a saturated aqueous solution of sodium chloride, dried and concentrated. The residue was dissolved in ether and the ether solution was allowed to stand. The precipitate was collected by filtration to yield crystals (1.53 g.) of 1-cyclopropylethyl 6-(2-phenylacetamido)-2,2-dimethylpenam-3-carboxylate-1-oxide, m.p. 158°-159° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04931555 |
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| Source dataset | uspto-grants-1990_06 |
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| ORD ID | ord-aee124d2e52a42a2835edce07af28e05 |
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| Source note | uspto-grants-1990_06 |
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