1,2-Dimethylhydrazine → (7-alpha)-3-Methoxy-7-propylestra-1,3,5(10)-trien-17-one dimethylhydrazone

HRID 1421557

反応式

HRID 1421557 の反応式
[CH3:1][O:2][C:3]1[CH:20]=[CH:19][C:18]2[C@@H:17]3[C@H:8]([C@H:9]4[C@@:13]([CH2:15][CH2:16]3)([CH3:14])[C:12](=O)[CH2:11][CH2:10]4)[C@H:7]([CH2:22][CH2:23][CH3:24])[CH2:6][C:5]=2[CH:4]=1.C[NH:26][NH:27][CH3:28].F[C:30](F)(F)C(O)=O.C([O-])(O)=O.[Na+]>C1(C)C=CC=CC=1>[CH3:30][N:27]([CH3:28])[N:26]=[C:12]1[CH2:11][CH2:10][C@H:9]2[C@H:8]3[C@H:17]([CH2:16][CH2:15][C@:13]12[CH3:14])[C:18]1[CH:19]=[CH:20][C:3]([O:2][CH3:1])=[CH:4][C:5]=1[CH2:6][C@H:7]3[CH2:22][CH2:23][CH3:24]

参加物

6

反応物 4

HCID 13221,2-DimethylhydrazineHCID 6422Trifluoroacetic acidHCID 516892Sodium BicarbonateHCID 15380114(7-alpha)-3-Methoxy-7-propylestra-1,3,5(10)-trien-17-one

生成物 1

HCID 57269376(7-alpha)-3-Methoxy-7-propylestra-1,3,5(10)-trien-17-one dimethylhydrazone

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a solution of 11.2 g. of 7a-propyl-3-O-methylestrone 5 in 60 ml of toluene were added 6 ml of dimethylhydrazine and 0.5 ml. of trifluoroacetic acid. The mixture was refluxed for 1.5 hr. After cooling to r.t. the reaction mixture was neutralized with 5% NaHCO3 and the organic layer was washed several times with water and dried over sodium sulfate. After concentration and chromatography 11.4 g of the hydrazone 6 remained as an oil; Rf 030 (hept/ethylac. 7/3).

後処理

  1. temperatureThe mixture was refluxed for 1.5 hr
  2. washthe organic layer was washed several times with water
  3. dry with materialdried over sodium sulfate
  4. concentrationAfter concentration and chromatography 11.4 g of the hydrazone 6

出典と根拠

ORDレコード
ord-3e54e0df0bbd4eee9818d67738ee763e
出典データセット
uspto-grants-2000_06
特許番号
US06077873

関連ノート

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