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Pyridine → 7-Phenoxyacetamido-3-methyl-3-cephem-4-carboxylic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Pyridine | HCID 1049 | — |
| 反応物 | Chlorotrimethylsilane | HCID 6397 | — |
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | 2-Bromomethyl-2-methyl-6-(2-phenoxyacetamido)penam-3-carboxylic acid | HCID 12895258 | — |
| 溶媒 | Benzene | HCID 241 | — |
| 生成物 | 7-Phenoxyacetamido-3-methyl-3-cephem-4-carboxylic acid | HCID 15573400 | 71.8% |
反応手順
6-(2-phenoxyacetamido)-2-methyl-2-bromomethylpenam-3-carboxylic acid (429 mg.) was suspended in dry benzene (10 cc), and pyridine (400 mg.) and trimethylsilylchloride (5 cc) were added thereto. The mixture was stirred for 1.5 hours at room temperature and pyridine (400 mg.) was added thereto. The mixture was heated under reflux for 3 hours, mixed with ethyl acetate (30 cc), washed with dilute phosphoric acid and further with an aqueous solution saturated with sodium chloride, dried and then concentrated. A small amount of ethyl acetate was added to the residue and the precipitate was collected by filtration to yield crystals (250 mg.) of 7-(2-phenoxyacetamido)-3-methyl-3-cephem-4-carboxylic acid, m.p. 170.5° - 172° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US03993646 |
| 出典データセット | uspto-grants-1976_11 |
| ORD ID | ord-62db17ec99264e02a0c05500f94c7238 |
| 出典メモ | uspto-grants-1976_11 |