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

HRID 621622노트

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HRID 621622 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-f9adf88ce575434e832c44f67914b996
출처 데이터셋
uspto-grants-1989_04
특허 번호
US04824830

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