Androsta-1,4-diene-3,17-dione → 1,5-Androstadiene-3,17-dione

HRID 371843

반응식

HRID 371843 반응식
CC(C)([O-])C.[K+].[CH3:7][C@:8]12[CH2:25][CH2:24][C@H:23]3[C@@H:13]([CH2:14][CH2:15][C:16]4[C@:21]3([CH3:22])[CH:20]=[CH:19][C:18](=[O:26])[CH:17]=4)[C@@H:12]1[CH2:11][CH2:10][C:9]2=[O:27].[Cl-].[NH4+]>CS(C)=O>[CH3:7][C@:8]12[CH2:25][CH2:24][C@H:23]3[C@@H:13]([CH2:14][CH:15]=[C:16]4[C@:21]3([CH3:22])[CH:20]=[CH:19][C:18](=[O:26])[CH2:17]4)[C@@H:12]1[CH2:11][CH2:10][C:9]2=[O:27]

참가 물질

5

반응물 3

HCID 13472Androsta-1,4-diene-3,17-dioneHCID 25517Ammonium ChlorideHCID 23665647Potassium tert-butoxide

생성물 1

HCID 572670321,5-Androstadiene-3,17-dione

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매2회

실험 절차

To a solution of potassium t-butoxide in dimethyl-sulfoxide at 25° C. under nitrogen is added 1,4-androstadiene-3,17-dione in dimethylsulfoxide with stirring. After fifteen minutes the mixture is poured onto cold aqueous ammonium chloride. The solid is rapidly filtered, washed well with water and dissolved in ether. The ether solution is washed again with water, dried over sodium sulfate and evaporated at room temperature to yield 1,5-androstadiene-3,17-dione.

후처리

  1. filtrationThe solid is rapidly filtered
  2. washwashed well with water
  3. dissolutiondissolved in ether
  4. washThe ether solution is washed again with water
  5. dry with materialdried over sodium sulfate
  6. customevaporated at room temperature

출처 및 근거

ORD 기록
ord-d7fd05d684e24a1b99e574a89d530a90
출처 데이터셋
uspto-grants-1978_05
특허 번호
US04087524

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