HuagongsheHuagongshe Chemistry Print Report · For research reference only
Pyridine → HCID 68140766, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Phosphorus pentachloride | HCID 24819 | — |
| Reactant | HCID 68139434 | HCID 68139434 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68140766 | HCID 68140766 | 90.3% |
Reaction Steps
To a solution of 2,2,2-trichloroethyl 3β-chloro-3α-methyl-7β-phenoxyacetamidocepham-4α-carboxylate (2.29 g) in benzene (130 ml) is added pyridine (10 ml) and the mixture is cooled at -60°C in the presence of phosphorous pentachloride (1.51 g) for 2 hours. The reaction mixture is evaporated in vacuo to remove benzene, methanol (250 ml) is added thereto, and the solution kept at room temperature overnight. The solution is concentrated to give a residue which is dissolved in 50% aqueous tetrahydrofuran (50 ml), and the tetrahydrofuran is evaporated after 15 minutes. The residual solution is neutralized with 1N sodium hydroxide, and evaporated to give 2,2,2-trichloroethyl 7β-amino-3β-chloro-3α-methylcepham-4α-carboxylate (1.53 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US03989685 |
| Source dataset | uspto-grants-1976_11 |
| ORD ID | ord-3236cfb629ba47eeafdfa5237418c758 |
| Source note | uspto-grants-1976_11 |