Acetic Acid → Gon-4-en-3-one, 13-ethyl-17-hydroxy-, (17beta)-(+-)-

HRID 1077183

反応式

HRID 1077183 の反応式
[BH4-].[Na+].[CH2:3]([C@:5]12[CH2:13][CH2:12][C@@H:11]3[C@@H:14]4[C:19]([CH2:20][CH2:21][C@H:10]3[C@@H:9]1[CH2:8][CH2:7][C:6]2=[O:23])=[CH:18][C:17](=[O:22])[CH2:16][CH2:15]4)[CH3:4].C(O)(=O)C>C(O)C>[CH2:3]([C@:5]12[CH2:13][CH2:12][C@@H:11]3[C@@H:14]4[C:19]([CH2:20][CH2:21][C@H:10]3[C@@H:9]1[CH2:8][CH2:7][C@@H:6]2[OH:23])=[CH:18][C:17](=[O:22])[CH2:16][CH2:15]4)[CH3:4]

参加物

5

反応物 3

HCID 176Acetic AcidHCID 4311764Sodium borohydrideHCID 1037926413-Ethylgon-4-ene-3,17-dione

生成物 1

HCID 10039774Gon-4-en-3-one, 13-ethyl-17-hydroxy-, (17beta)-(+-)-

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

実験手順

Add sodium borohydride (200 mg.) in ethanol (25 cc.) to 13β-ethyl-gon-4-en-3,17-dione (1 g.) in ethanol (50 cc.) at 8°. After 15 minutes add an excess of acetic acid and evaporate the solution to dryness under reduced pressure. Add water, collect the product in ether, and after this work up in the usual manner, recrystallize from a mixture of ether and pentane to obtain 13β-ethyl-17β-hydroxy-gon-4-en-3-one; ultraviolet absorption peak at 240 mμ (ε15,500); infrared absorption peaks at 2.94, 6.06, 6.23.

後処理

  1. customevaporate the solution to dryness under reduced pressure
  2. customAdd water, collect the product in ether
  3. customafter this work up in the usual manner, recrystallize from a mixture of ether and pentane

出典と根拠

ORDレコード
ord-70e82a9a7b6c4eb182668a24c63b2011
出典データセット
uspto-grants-1976_05
特許番号
US03959322

関連ノート

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