Water → Androsta-1,4-diene-3,17-dione

HRID 275069

反応式

HRID 275069 の反応式
I[CH:2]1[CH2:19][C@@:18]2([CH3:20])[C:5]([CH2:6][CH2:7][C@@H:8]3[C@@H:17]2[CH2:16][CH2:15][C@@:13]2([CH3:14])[C@H:9]3[CH2:10][CH2:11][C:12]2=[O:21])=[CH:4][C:3]1=[O:22].C(=O)([O-])[O-].[Li+].[Li+].O>CN(C)C=O>[CH3:14][C@:13]12[CH2:15][CH2:16][C@H:17]3[C@@H:8]([CH2:7][CH2:6][C:5]4[C@:18]3([CH3:20])[CH:19]=[CH:2][C:3](=[O:22])[CH:4]=4)[C@@H:9]1[CH2:10][CH2:11][C:12]2=[O:21]

参加物

5

反応物 3

HCID 962WaterHCID 11125Lithium CarbonateHCID 545692722-Iodo-androst-4-ene-3,17-dione

生成物 1

HCID 13472Androsta-1,4-diene-3,17-dione

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

412 mg (1 mmol) of 2-iodo-androst-4-ene-3,17-dione of example 9 and 148 mg (2 mmol) of anhydrous lithium carbonate are stirred in 2 ml of dimethylformamide for 1 hour at 120° C. under nitrogen atmosphere. After cooling, it is added to water and extracted with ethyl acetate. The ethyl acetate solution is dried on sodium sulfate and then concentrated by evaporation. The residue is chromatographed on silica gel with ethyl acetate/hexane as mobile solvent. After concentration by evaporation of the fractions, 227 mg (80% of theory) of androsta-1,4-diene-3,17-dione of melting point 138°-139° C. is obtained.

後処理

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. dry with materialThe ethyl acetate solution is dried on sodium sulfate
  4. concentrationconcentrated by evaporation
  5. customThe residue is chromatographed on silica gel with ethyl acetate/hexane as mobile solvent
  6. concentrationAfter concentration
  7. customby evaporation of the fractions, 227 mg (80% of theory) of androsta-1,4-diene-3,17-dione of melting point 138°-139° C.
  8. customis obtained

出典と根拠

ORDレコード
ord-13cd657e28fb417fbf08eddfc4cd423a
出典データセット
uspto-grants-1995_02
特許番号
US05391778

関連ノート

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