Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 6-Aminopenicillanic acid | HCID 11082 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 53893016 | HCID 53893016 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 88737066 | HCID 88737066 | — |
Reaction Steps
3 g of 6-aminopenicillanic acid were dissolved in 100 ml of 80 percent strength aqueous tetrahydrofuran with one equivalent of triethylamine. The solution was cooled to 0° and 5 g of the product from Example 40 were introduced, during which the pH of the solution was kept at 7.5 by addition of triethylamine. The mixture was subsequently stirred for 30 minutes and the tetrahydrofuran was then stripped off and the aqueous solution was adjusted to pH 1.8 with 2 N hydrochloric acid. The solution was stirred at this pH for one hour and was then adjusted to pH 6.5 with 2 N sodium hydroxide solution and extracted three times with ethyl acetate. The aqueous phase was adjusted to pH 1.8 again and the product was filtered off, washed with water and dried. It contained one mole of triethylamine. Yield: 7.5 g.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US04416880 |
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| Source dataset | uspto-grants-1983_11 |
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| ORD ID | ord-26db65fbe5b0432eb41be33f4d293292 |
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| Source note | uspto-grants-1983_11 |
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