Sodium Hydroxide → 16alpha-Fluoro-1beta,6alpha-dimethyl-7-methylenandrost-4-ene-3,17-dione

HRID 621622ノート

反応式

HRID 621622 の反応式
[F:1][C@@H:2]1[CH2:7][C@H:6]2[C@H:8]3[C@H:18]([CH2:19][CH2:20][C@:4]2([CH3:5])[C:3]1=[O:25])[C@:16]1([CH3:17])[C:11](=[CH:12][C:13](=[O:22])[CH2:14][C@H:15]1[CH3:21])[C@H:10]([CH3:23])[C:9]3=[CH2:24].[OH-].[Na+]>C(O)C>[F:1][C@@H:2]1[CH2:7][C@H:6]2[C@H:8]3[C@H:18]([CH2:19][CH2:20][C@:4]2([CH3:5])[C:3]1=[O:25])[C@:16]1([CH3:17])[C:11](=[CH:12][C:13](=[O:22])[CH2:14][C@H:15]1[CH3:21])[C@@H:10]([CH3:23])[C:9]3=[CH2:24]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 1863203316alpha-Fluoro-1beta,6beta-dimethyl-7-methylenandrost-4-ene-3,17-dione

生成物 1

HCID 1863203216alpha-Fluoro-1beta,6alpha-dimethyl-7-methylenandrost-4-ene-3,17-dione収率 84.9%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

A ethanol solution (10 ml) of 16α-fluoro-1β,6β-dimethyl-7-methylenandrost-4-ene-3,17-dione (344 mg), which contains 0.1N sodium hydroxide (1 ml), is heated to reflux for about 30 min. Then the ethanol is removed in vacuo and the residue taken up in benzene. The organic phase is washed to neutrality with water, dried and evaporated. The residue is submitted to chromatographic purification as described above to give the isomeric 16α-fluoro-1β,6α-dimethyl-7-methylenandrost-4-ene-3,17-dione (292 mg).

後処理

  1. temperatureis heated
  2. temperatureto reflux for about 30 min
  3. customThen the ethanol is removed in vacuo
  4. washThe organic phase is washed
  5. customdried
  6. customevaporated
  7. customThe residue is submitted to chromatographic purification

出典と根拠

ORDレコード
ord-f9adf88ce575434e832c44f67914b996
出典データセット
uspto-grants-1989_04
特許番号
US04824830

反応ノート

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