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Water → 11beta-Hydroxyandrost-4-ene-3,17-dione
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Thioglycolic Acid | HCID 1133 | — |
| 反応物 | 9alpha-Bromo-11beta-hydroxy-4-androstene-3,17-dione | HCID 11132685 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 11beta-Hydroxyandrost-4-ene-3,17-dione | HCID 94141 | 85.3% |
反応手順
A solution of 9α-bromo-11β-hydroxyandrost-4-ene-3,17-dione (III, 3.00 g) thioglycolic acid (3.0 ml) in DMF (17 ml) is stirred under nitrogen in a 45°-50° water bath. A chromous sulfate solution (1.4 M, 7.0 ml) is added dropwise over about 5 minutes. The mixture is allowed to cool, and the resulting slurry is diluted by slow addition of water (50 ml). The mixture is cooled to about 5° and filtered. The filter cake is washed with water and air dried to give the title compound (2.03 g, 85.3% chemical yield) which is identical with an authentic sample. The filtrate is extracted to give additional material (0.34 g, 14.3%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04325881 |
| 出典データセット | uspto-grants-1982_04 |
| ORD ID | ord-e3215a67efd64e4f957d4b8fb5d2811f |
| 出典メモ | uspto-grants-1982_04 |