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Pyridine → 19-Trimethylsiloxy-4-androstene-3,17-dione
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 | 19-Hydroxyandrostenedione | HCID 252379 | — |
| 溶媒 | Benzene | HCID 241 | — |
| 生成物 | 19-Trimethylsiloxy-4-androstene-3,17-dione | HCID 22801497 | — |
反応手順
A mixture of 9.0 gm (0.03 mole) of 19-hydroxy-4-androstene-3,17-dione, 4.3 gm (0.04 mole) of trimethylchlorosilane and 3.2 gm (0.04 mole) of pyridine is refluxed in 100 ml of benzene for a period of 18 hours. The resulting suspension is filtered, the volatiles removed in vacuo and concentrated to a yellow oil. The oil is placed upon a silica gel chromatographic column packed in chloroform and eluted with chloroform. The chloroform eluate is evaporated to dryness in vacuo and the residue is recrystallized twice from hexane to yield the desired 19-(trimethylsiloxy)-4-androstene-3,17-dione having a m.p. of 87°-9° C., uv max (MeOH) 242 nm (ε14,700).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04087524 |
| 出典データセット | uspto-grants-1978_05 |
| ORD ID | ord-dd803cd3723f47a39891acfd9ac3d996 |
| 出典メモ | uspto-grants-1978_05 |