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1beta,2beta-Methylene-5-androstene-3beta,17beta-diol → 1beta,2beta-Methylene-4-androstene-3,17-dione

HRID 1834929
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HRID 1834929 반응식
[CH2:1]1[C@@H:3]2[C@H:4]([OH:22])[CH2:5][C:6]3[C@:19]([CH3:20])([C@H:2]12)[C@@H:18]1[C@H:9]([C@H:10]2[C@@:14]([CH2:16][CH2:17]1)([CH3:15])[C@@H:13]([OH:21])[CH2:12][CH2:11]2)[CH2:8][CH:7]=3.CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O>CC(C)=O.C[O-].[Na+].CO>[CH2:1]1[C@@H:3]2[C:4](=[O:22])[CH:5]=[C:6]3[C@:19]([CH3:20])([C@H:2]12)[C@@H:18]1[C@H:9]([C@H:10]2[C@@:14]([CH2:16][CH2:17]1)([CH3:15])[C:13](=[O:21])[CH2:12][CH2:11]2)[CH2:8][CH2:7]3
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 2

HCID 566286851beta,2beta-Methylene-5-androstene-3beta,17beta-diolHCID 131709961Jones' reagent

생성물 1

HCID 542623781beta,2beta-Methylene-4-androstene-3,17-dione

시약·촉매·용매 3

HCID 180Acetone용매HCID 887Methanol용매HCID 10942334
Sodium Methoxide
용매

실험 절차

The 1β,2β-methylene-5-androstene-3β,17β-diol prepared in this manner is dissolved in acetone and Jones Reagent added until a persistent yellow-orange color appears. After stirring at room temperature for 10 minutes the mixture is poured onto ice-water and the precipitate is dissolved in a solution of sodium methoxide in methanol and stirred about 30 minutes at room temperature. The methanol is removed and the residue triturated with water. The filtered solid is crystallized from acetone to yield 1β,2β-methylene-4-androstene-3,17-dione.

후처리

  1. additionis poured onto ice-water
  2. stirringstirred about 30 minutes at room temperature
  3. customThe methanol is removed
  4. customthe residue triturated with water
  5. customThe filtered solid is crystallized from acetone

출처 및 근거

ORD 기록
ord-0802c16523b548b7913b72306d2d5372
출처 데이터셋
uspto-grants-1978_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04071624

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