4-Isopropenyl-3,7-dimethyl-6-octen-1-yn-3-ol → 3,7-Dimethyl-4-(prop-1-en-2-yl)octa-1,6-dien-3-ol

HRID 27673

반응식

HRID 27673 반응식
[C:1]([CH:4]([CH2:10][CH:11]=[C:12]([CH3:14])[CH3:13])[C:5]([CH3:9])([OH:8])[C:6]#[CH:7])([CH3:3])=[CH2:2]>CCCCCC.[Pd].CC([O-])=O.CC([O-])=O.[Pb+2]>[C:1]([CH:4]([CH2:10][CH:11]=[C:12]([CH3:14])[CH3:13])[C:5]([CH3:9])([OH:8])[CH:6]=[CH2:7])([CH3:3])=[CH2:2]

참가 물질

4

반응물 1

HCID 135824294-Isopropenyl-3,7-dimethyl-6-octen-1-yn-3-ol

생성물 1

HCID 124529723,7-Dimethyl-4-(prop-1-en-2-yl)octa-1,6-dien-3-ol수율 95.4%

시약·촉매·용매 2

HCID 131709914Lindlars catalyst촉매HCID 8058Hexane용매

실험 절차

A solution of 500 g of 4-isopropenyl-3,7-dimethyl-6-octen-1-yn-3-ol in 1.5 liters of n-hexane was hydrogenated at ambient temperature and atmospheric pressure using 25 g of 0.25% Lindlar catalyst. The reaction was sequentially monitored by gas chromatography (PEG20M, 150° C.) and the reaction was terminated when no starting material remained. The catalyst was filtered off and the solvent was removed from the filtrate by distillation under reduced pressure. The residue was distilled in vacuo to obtain 482 g of 4-isopropenyl-3,7-dimethyl-1,6-octadien-3-ol as a fore-running distillate at bp. 55°-59° C./0.4 mm Hg.

후처리

  1. customwas hydrogenated at ambient temperature
  2. customwas sequentially monitored by gas chromatography (PEG20M, 150° C.)
  3. customthe reaction was terminated when no starting material
  4. filtrationThe catalyst was filtered off
  5. customthe solvent was removed from the filtrate by distillation under reduced pressure
  6. distillationThe residue was distilled in vacuo

출처 및 근거

ORD 기록
ord-c7b9c1f3bf1840198edcbddc3c0525c9
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04222963

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