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

HRID 1834918노트

반응식

HRID 1834918 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
40 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-d0716156564048e8a7dcea7b5e4636b4
출처 데이터셋
uspto-grants-1978_01
특허 번호
US04071624

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