N,N-Dimethylaniline → 16beta-Ethyl-17beta-cyclopentylacetoxyacetoxy-4-estren-3-one

HRID 64723

反応式

HRID 64723 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[O:22][C:23](=[O:26])[CH2:24][OH:25])[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.[CH:36]1([CH2:41][C:42](Cl)=[O:43])[CH2:40][CH2:39][CH2:38][CH2:37]1.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:23](=[O:26])[CH2:24][O:25][C:42](=[O:43])[CH2:41][CH:36]1[CH2:40][CH2:39][CH2:38][CH2:37]1)[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 3485182Cyclopentylacetyl chlorideHCID 7046644116beta-Ethyl-17beta-glycoloyloxy-4-estren-3-one

生成物 1

HCID 7046743116beta-Ethyl-17beta-cyclopentylacetoxyacetoxy-4-estren-3-one

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

In 10 ml of dichloromethane are dissolved 0.5 g of 16β-ethyl-17β-glycoloyloxy-4-estren-3-one and 0.2 ml of N,N-dimethylaniline and, with stirring, 0.3 ml of cyclopentylacetyl chloride is added. The mixture is stirred at room temperature (15°-25° C.) overnight and 150 ml of ethyl acetate is added. The mixture is washed with 10% H3PO4, water, 10% aqueous NaHCO3, water and saturated aqueous sodium chloride solution in that order and dried over anhydrous magnesium sulfate. The solvent is then distilled off and the residue is subjected to column chromatography. Following passage of 80 ml of diisopropyl ether-n-hexane (1:10), elution is carried out with 80 ml of a 1:1 mixture of the same solvents. The eluate is evaporated under reduced pressure to remove the solvent, giving 0.1 g of the above-identified compound as a colorless viscous oil.

後処理

  1. additionis added
  2. washThe mixture is washed with 10% H3PO4, water, 10% aqueous NaHCO3, water and saturated aqueous sodium chloride solution in that order
  3. dry with materialdried over anhydrous magnesium sulfate
  4. distillationThe solvent is then distilled off
  5. washpassage of 80 ml of diisopropyl ether-n-hexane (1:10), elution
  6. additionis carried out with 80 ml of a 1:1 mixture of the same solvents
  7. customThe eluate is evaporated under reduced pressure
  8. customto remove the solvent

出典と根拠

ORDレコード
ord-a7eafb5a9e0f40e9a62afd5c8aa56723
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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