Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-Aminopenicillanic acid | HCID 11082 | — |
| Reactant | HCID 53988050 | HCID 53988050 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 131711636 | HCID 131711636 | — |
Reaction Steps
12.88 ml. (0.092 moles) of triethylamine are added to a suspension of 9.66 g (0.046 moles) of 6-APA in 150 ml. of dichloromethane, and the mixture is stirred at room temperature until a solution is obtained. The solution is cooled to 0° C., and 25 g. (0.046 moles) of phenylmalonic acid pentachlorophenylester 5-indanylester are added to it at such a rate that the temperature of the mixture always remains below 5° C. The mixture is stirred at 0° C. for one hour, and thereafter the solvent is evaporated in vacuo. The residue is admixed with 100 ml. of ethyl acetate, whereupon 26 g. (98%) of 6-(α-[5-indanyloxy-carbonyl]-phenylacetamido)-2,2-dimethyl-penam-3-carboxylic acid triethylammonium salt separate in the form of a crystalline substance. M.p.: 153°-155° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04171303 |
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| Source dataset | uspto-grants-1979_10 |
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| ORD ID | ord-b3637fd8909a4cc08c36507d8cfc18ff |
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| Source note | uspto-grants-1979_10 |
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