Water → 11beta-Hydroxyandrost-4-ene-3,17-dione

HRID 2285877

반응식

HRID 2285877 반응식
Br[C@:2]12[C@@H:19]([OH:20])[CH2:18][C@@:16]3([CH3:17])[C@@H:12]([CH2:13][CH2:14][C:15]3=[O:21])[C@@H:11]1[CH2:10][CH2:9][C:8]1[C@:3]2([CH3:23])[CH2:4][CH2:5][C:6](=[O:22])[CH:7]=1.C(O)(=O)CS.O>CN(C=O)C>[OH:20][C@H:19]1[CH2:18][C@@:16]2([CH3:17])[C@@H:12]([CH2:13][CH2:14][C:15]2=[O:21])[C@H:11]2[C@H:2]1[C@:3]1([CH3:23])[C:8]([CH2:9][CH2:10]2)=[CH:7][C:6](=[O:22])[CH2:5][CH2:4]1

참가 물질

5

반응물 3

HCID 962WaterHCID 1133Thioglycolic AcidHCID 111326859alpha-Bromo-11beta-hydroxy-4-androstene-3,17-dione

생성물 1

HCID 9414111beta-Hydroxyandrost-4-ene-3,17-dione수율 85.3%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

A solution of 9α-bromo-11β-hydroxyandrost-4-ene-3,17-dione (III, 3.00 g) thioglycolic acid (3.0 ml) in DMF (17 ml) is stirred under nitrogen in a 45°-50° water bath. A chromous sulfate solution (1.4 M, 7.0 ml) is added dropwise over about 5 minutes. The mixture is allowed to cool, and the resulting slurry is diluted by slow addition of water (50 ml). The mixture is cooled to about 5° and filtered. The filter cake is washed with water and air dried to give the title compound (2.03 g, 85.3% chemical yield) which is identical with an authentic sample. The filtrate is extracted to give additional material (0.34 g, 14.3%).

후처리

  1. temperatureto cool
  2. temperatureThe mixture is cooled to about 5°
  3. filtrationfiltered
  4. washThe filter cake is washed with water and air
  5. customdried

출처 및 근거

ORD 기록
ord-e3215a67efd64e4f957d4b8fb5d2811f
출처 데이터셋
uspto-grants-1982_04
특허 번호
US04325881

연결된 노트

불러오는 중…