Hydrochloric Acid → 13-Ethylgon-4-ene-3,17-dione

HRID 1077189

反応式

HRID 1077189 の反応式
[CH2:1]([C@:3]12[CH2:11][CH2:10][C@@H:9]3[C:12]4[CH2:13][CH:14]=[C:15]([O:20]C)[CH2:16][C:17]=4[CH2:18][CH2:19][C@H:8]3[C@@H:7]1[CH2:6][CH2:5][C:4]2=[O:22])[CH3:2].CO.Cl.C(=O)(O)[O-].[Na+]>O>[CH2:1]([C@:3]12[CH2:11][CH2:10][C@@H:9]3[C@@H:12]4[C:17]([CH2:18][CH2:19][C@H:8]3[C@@H:7]1[CH2:6][CH2:5][C:4]2=[O:22])=[CH:16][C:15](=[O:20])[CH2:14][CH2:13]4)[CH3:2]

参加物

6

反応物 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 102242MethoxygonadieneHCID 516892Sodium Bicarbonate

生成物 1

HCID 1037926413-Ethylgon-4-ene-3,17-dione収率 81.3%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Add 13β-ethyl-3-methoxy-gona-2,5(10)-dien-17-one (12.9 g.) with stirring under nitrogen to methanol (300 cc.) containing 11N hydrochloric acid (20 cc) and water (13 cc.). Stir two hours and add sodium bicarbonate (21 g.) portionwise. Filter the mixture and evaporate and filtrate to dryness. Recrystallize the residue from ethyl acetate (75 cc.) to obtain the title compound (10 g.), m.p. 158°-161° C; ultraviolet absorption peak at 240 mμ (ε17,800); infrared absorption peaks at 5.78, 6.00, 6.17 μ.

後処理

  1. filtrationFilter the mixture
  2. customevaporate
  3. customRecrystallize the residue from ethyl acetate (75 cc.)

出典と根拠

ORDレコード
ord-8b9c644ec835475eb15ac3948aedafec
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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