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

HRID 1415008

反応式

HRID 1415008 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 the 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 the filtrate to dryness
  3. customRecrystallize the residue from ethyl acetate (75 cc.)

出典と根拠

ORDレコード
ord-5a9a8694484c474a9f90165bb63ebbf4
出典データセット
uspto-grants-1977_01
特許番号
US04002746

関連ノート

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