2-Ethylbutyric acid → 16beta-Ethyl-17beta-(2-ethylbutyryl)oxyacetoxy-4-estren-3-one

HRID 64712

反応式

HRID 64712 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]Br)[C@@H:17]1[C:12](=[CH:13][C:14](=[O:21])[CH2:15][CH2:16]1)[CH2:11][CH2:10]3)[CH3:2].[CH2:27]([CH:29]([CH2:33][CH3:34])[C:30]([OH:32])=[O:31])[CH3:28]>CC(C)=O.[OH-].[Na+]>[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:32][C:30](=[O:31])[CH:29]([CH2:33][CH3:34])[CH2:27][CH3:28])[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

5

反応物 2

HCID 69152-Ethylbutyric acidHCID 1559376416beta-Ethyl-17beta-bromoacetoxy-4-estren-3-one

生成物 1

HCID 7046696716beta-Ethyl-17beta-(2-ethylbutyryl)oxyacetoxy-4-estren-3-one

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

In 35 ml of acetone is dissolved 1.0 ml of 2-ethylbutyric acid, and 4.6 ml of 2N-NaOH and then 1.9 g of 16β-ethyl-17β-bromoacetoxy-4-estren-3-one are added to the above solution. The mixture is refluxed for 3 hours. The acetone is distilled off under reduced pressure and the residue is extracted with two 100 ml portions of ethyl acetate. The organic layers are combined, washed with water and saturated aqueous sodium chloride 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 50 ml of ether, elution is carried out with 300 ml of the same solvent. The eluate is evaporated under reduced pressure to remove the solvent, giving 1.63 g of the above-identified compound as a light-yellow viscous oil.

後処理

  1. temperatureThe mixture is refluxed for 3 hours
  2. distillationThe acetone is distilled off under reduced pressure
  3. extractionthe residue is extracted with two 100 ml portions of ethyl acetate
  4. washwashed with water and saturated aqueous sodium chloride
  5. dry with materialdried over anhydrous magnesium sulfate
  6. distillationThe solvent is then distilled off under reduced pressure
  7. washpassage of 50 ml of ether, elution
  8. customThe eluate is evaporated under reduced pressure
  9. customto remove the solvent

出典と根拠

ORDレコード
ord-685484c6284b41cb99dbeb91de9c8807
出典データセット
uspto-grants-1986_09
特許番号
US04609650

関連ノート

読み込み中…