Sodium Sulfite → 1alpha-Methyl-4-androstene-17,19-dione

HRID 1834918ノート

反応式

HRID 1834918 の反応式
[CH3:1][C@@H:2]1[C@@:19]2([CH2:20][OH:21])[C:6]([CH2:7][CH2:8][C@@H:9]3[C@@H:18]2[CH2:17][CH2:16][C@@:14]2([CH3:15])[C@H:10]3[CH2:11][CH2:12][C@@H:13]2[OH:22])=[CH:5][CH2:4][CH2:3]1.CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O.S([O-])([O-])=O.[Na+].[Na+]>CN(C)C=O>[CH3:1][C@@H:2]1[C@@:19]2([CH:20]=[O:21])[C:6]([CH2:7][CH2:8][C@@H:9]3[C@@H:18]2[CH2:17][CH2:16][C@@:14]2([CH3:15])[C@H:10]3[CH2:11][CH2:12][C:13]2=[O:22])=[CH:5][CH2:4][CH2:3]1

参加物

5

反応物 3

HCID 24437Sodium SulfiteHCID 705847581alpha-Methyl-4-androstene-17beta,19-diolHCID 131709961Jones' reagent

生成物 1

HCID 537816751alpha-Methyl-4-androstene-17,19-dione

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
40 °C

実験手順

1α-Methyl-4-androstene-17β,19-diol is dissolved in dimethylformamide at 40° C. and two equivalents of Jones Reagent are added all at once. The mixture is stirred for about 5 hours at 40° C., cooled and a 1% aqueous sodium sulfite solution is added. After several hours the crystals which form are collected by filtration, thoroughly washed with water and air dried. Crystallization from hexane yields the desired 1α-methyl-4-androstene-17,19-dione.

後処理

  1. temperaturecooled
  2. filtrationAfter several hours the crystals which form are collected by filtration
  3. washthoroughly washed with water and air
  4. customdried
  5. customCrystallization from hexane

出典と根拠

ORDレコード
ord-d0716156564048e8a7dcea7b5e4636b4
出典データセット
uspto-grants-1978_01
特許番号
US04071624

反応ノート

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