Cholesterol → 1,4,6-Cholestatrien-3-one

HRID 651943

반응식

HRID 651943 반응식
[CH3:1][CH:2]([CH2:4][CH2:5][CH2:6][C@H:7]([C@@H:9]1[C@:27]2([CH3:28])[C@H:12]([C@H:13]3[C@H:24]([CH2:25][CH2:26]2)[C@:22]2([CH3:23])[C:16]([CH2:17][C@H:18]([CH2:20][CH2:21]2)[OH:19])=[CH:15][CH2:14]3)[CH2:11][CH2:10]1)[CH3:8])[CH3:3]>O1CCOCC1>[CH3:3][CH:2]([CH2:4][CH2:5][CH2:6][C@H:7]([C@@H:9]1[C@:27]2([CH3:28])[C@H:12]([C@H:13]3[C@H:24]([CH2:25][CH2:26]2)[C@:22]2([CH3:23])[C:16](=[CH:17][C:18](=[O:19])[CH:20]=[CH:21]2)[CH:15]=[CH:14]3)[CH2:11][CH2:10]1)[CH3:8])[CH3:1]

참가 물질

3

반응물 1

HCID 5997Cholesterol

생성물 1

HCID 1073901,4,6-Cholestatrien-3-one수율 60.5%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

Cholesterol (19.3 gms) and dichlorodicyanoquinone (38 gms) in dry dioxan (500 ml) were heated under reflux for 22 hrs. The mixture was then cooled, filtered and the filtrate evaporated to dryness. Chromatography of the residue on alumina and elution with benzene/hexane followed by elution with benzene afforded the trienone as a pale oil (11.5 gms) which solidified on standing. Physical properties of this material were appropriate.

후처리

  1. temperatureunder reflux for 22 hrs
  2. temperatureThe mixture was then cooled
  3. filtrationfiltered
  4. customthe filtrate evaporated to dryness
  5. washChromatography of the residue on alumina and elution with benzene/hexane
  6. washfollowed by elution with benzene

출처 및 근거

ORD 기록
ord-b8b7c550be1944b7b8496543f44a2355
출처 데이터셋
uspto-grants-1987_06
특허 번호
US04670190

연결된 노트

불러오는 중…