Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-Aminopenicillanic acid | HCID 11082 | — |
| Reactant | HCID 20544516 | HCID 20544516 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 131711640 | HCID 131711640 | 90% |
Reaction Steps
11.2 ml. (0.08 moles) or triethylamine are added to a suspension of 8.63 g (0.04 moles) of 6-APA in 120 ml. of methylene chloride. The obtained solution is cooled to 0° C. and 21 g. (0.04 moles) of phenylmalonic acid phenylester pentachlorophenylester are added in small portions so that the temperature of the mixture does not rise above +5° C. The mixture is stirred at 0° to +5° C. for one hour, thereafter the solvent is evaporated in vacuo, and the residue is triturated with 150 ml. of ethyl acetate. The separated crystalline substance is filtered off, and washed with ethyl acetate. 20 g. (90%) of 6-(α-phenoxycarbonyl-phenylacetamido)-2,2-dimethyl-penam-3-carboxylic acid triethylammonium salt are obtained. M.p.: 125°-130° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04304717 |
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| Source dataset | uspto-grants-1981_12 |
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| ORD ID | ord-40155401e53e4fe597758550fed3aae9 |
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| Source note | uspto-grants-1981_12 |
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