N,N-Dimethylaniline → 16beta-Ethyl-17beta-(2-bromo-2-methylpropionyloxy)4-estren-3-one

HRID 64706

反応式

HRID 64706 の反応式
[CH2:1]([C@H:3]1[CH2:8][C@H:7]2[C@H:9]3[C@H:18]([CH2:19][CH2:20][C@:5]2([CH3:6])[C@H:4]1[OH:22])[C@@H:17]1[C:12](=[CH:13][C:14](=[O:21])[CH2:15][CH2:16]1)[CH2:11][CH2:10]3)[CH3:2].CN(C)C1C=CC=CC=1.[Br:32][C:33]([CH3:38])([CH3:37])[C:34](Br)=[O:35].C(OCC)(=O)C>ClCCl>[CH2:1]([C@H:3]1[CH2:8][C@H:7]2[C@H:9]3[C@H:18]([CH2:19][CH2:20][C@:5]2([CH3:6])[C@H:4]1[O:22][C:34](=[O:35])[C:33]([Br:32])([CH3:38])[CH3:37])[C@@H:17]1[C:12](=[CH:13][C:14](=[O:21])[CH2:15][CH2:16]1)[CH2:11][CH2:10]3)[CH3:2]

参加物

6

反応物 4

HCID 949N,N-DimethylanilineHCID 8857Ethyl AcetateHCID 886852-Bromo-2-methylpropionyl bromideHCID 443947Oxendolone

生成物 1

HCID 7046730516beta-Ethyl-17beta-(2-bromo-2-methylpropionyloxy)4-estren-3-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

In 30 ml of dichloromethane are dissolved 3.2 g of 16β-ethyl-17β-hydroxy-4-estren-3-one and 1.2 ml of dimethylaniline and, with stirring at room temperature (15°-25° C.), 1.0 ml of 2-bromo-2-methylpropionyl bromide is added to the above solution. The mixture is stirred at room temperature (15°-25° C.) for 16 hours, followed by addition of 300 ml of ethyl acetate. The mixture is washed with 10% phosphoric acid, water, 5% aqueous sodium hydrogen carbonate and saturated aqueous sodium chloride in that order and dried over anhydrous magnesium sulfate. The solvent is then distilled off under reduced pressure and the residue is subjected to column chromatography. Following passage of 400 ml of diisopropyl ether-n-hexane (1:1), elution is carried out with 800 ml of the same solvent system. The eluate is evaporated under reduced pressure to remove the solvent, giving 2.6 g of the above-identified compound as a light-yellow viscous oil.

後処理

  1. additionis added to the above solution
  2. washThe mixture is washed with 10% phosphoric acid, water, 5% aqueous sodium hydrogen carbonate and saturated aqueous sodium chloride in that order
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationThe solvent is then distilled off under reduced pressure
  5. washpassage of 400 ml of diisopropyl ether-n-hexane (1:1), elution
  6. customThe eluate is evaporated under reduced pressure
  7. customto remove the solvent

出典と根拠

ORDレコード
ord-21598c1f3df748a9a17a46da1a1ea233
出典データセット
uspto-grants-1986_09
特許番号
US04609650

関連ノート

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