Water → Atamestane

HRID 1415856

反応式

HRID 1415856 の反応式
I[C@H:2]1[C@H:19]([CH3:20])[C@@:18]2([CH3:21])[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:22])=[CH:4][C:3]1=[O:23].C(=O)([O-])[O-].[Li+].[Li+].O>CN(C)C=O>[CH3:20][C:19]1[C@@:18]2([CH3:21])[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:22])=[CH:4][C:3](=[O:23])[CH:2]=1

参加物

5

反応物 3

HCID 962WaterHCID 11125Lithium CarbonateHCID 111443782beta-Iodo-1alpha-methylandrost-4-ene-3,17-dione

生成物 1

HCID 57050Atamestane

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

2.13 g (5 mmol) of 2β-iodo-1α-methylandrost-4-ene-3,17-dione from a) is introduced to a suspension, preheated to 130° C., of 0.73 g (10 mmol) of lithium carbonate in 10 ml of dimethylformamide and stirred at this temperature for 1.5 hours. After cooling, the reaction solution is added to 30 ml of water, extracted with ethyl acetate and after drying on sodium sulfate is concentrated by evaporation. The crude product is chromatographed on silica gel with ethyl acetate/hexane as mobile solvent. After recrystallization from ethyl acetate, 1.1 g of 1-methylandrosta-1,4-diene-3,17-dione (74% of theory) of a melting point of 169° C. is obtained.

後処理

  1. temperatureAfter cooling
  2. extractionextracted with ethyl acetate
  3. customafter drying on sodium sulfate
  4. concentrationis concentrated by evaporation
  5. customThe crude product is chromatographed on silica gel with ethyl acetate/hexane as mobile solvent
  6. customAfter recrystallization from ethyl acetate, 1.1 g of 1-methylandrosta-1,4-diene-3,17-dione (74% of theory) of a melting point of 169° C.
  7. customis obtained

出典と根拠

ORDレコード
ord-b8f210a7cc8143f7a6fd78c2ae75cbd8
出典データセット
uspto-grants-1999_06
特許番号
US05908944

関連ノート

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