3-Cyclohexen-1-ol, 4-(3-hydroxy-1-butenyl)-3,5,5-trimethyl- → 3-Buten-2-one, 4-(4-hydroxy-2,6,6-trimethyl-1-cyclohexen-1-yl)-, (3E)-

HRID 703619노트

반응식

HRID 703619 반응식
[OH:1][CH:2]1[CH2:7][C:6]([CH3:9])([CH3:8])[C:5]([CH:10]=[CH:11][CH:12]([OH:14])[CH3:13])=[C:4]([CH3:15])[CH2:3]1>CC(C)=O.[O-2].[O-2].[Mn+4]>[OH:1][CH:2]1[CH2:7][C:6]([CH3:8])([CH3:9])[C:5]([CH:10]=[CH:11][C:12](=[O:14])[CH3:13])=[C:4]([CH3:15])[CH2:3]1

참가 물질

4

반응물 1

HCID 5289693-Cyclohexen-1-ol, 4-(3-hydroxy-1-butenyl)-3,5,5-trimethyl-

생성물 1

HCID 5389533-Buten-2-one, 4-(4-hydroxy-2,6,6-trimethyl-1-cyclohexen-1-yl)-, (3E)-수율 60.6%

시약·촉매·용매 2

HCID 178418406HCID 178418406, 화합물촉매HCID 180Acetone용매

실험 절차

In 50 ml of anhydrous acetone was dissolved 2.5 g of 4-(4-hydroxy-2,6,6-trimethylcyclohex-1-enyl)but-3-en-2-ol, and 10.4 g of activated manganese dioxide was added to the solution, followed by heating at 40° to 50° C. for 24 hours while vigorous stirring. After completion of the reaction, the reaction mixture was allowed to cool to room temperature, and any insoluble matter was removed by filtration. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 1.5 g (yield: 60%) of 4-(4-hydroxy-2,6,6-trimethylcyclohex-1-enyl)but-3-en-2-one.

후처리

  1. additionwas added to the solution
  2. temperatureby heating at 40° to 50° C. for 24 hours while vigorous stirring
  3. customAfter completion of the reaction
  4. customany insoluble matter was removed by filtration
  5. concentrationThe filtrate was concentrated under reduced pressure
  6. customthe residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-88e38adbfa5440afbadce1551d128a14
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04983723

반응 노트

불러오는 중…