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3,7,11-Trimethyl-6-dodecen-1-yn-3-ol → 1,6-Dodecadien-3-ol, 3,7,11-trimethyl-

HRID 618865
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HRID 618865 반응식
[CH3:1][C:2]([OH:16])([CH2:5][CH2:6][CH:7]=[C:8]([CH3:15])[CH2:9][CH2:10][CH2:11][CH:12]([CH3:14])[CH3:13])[C:3]#[CH:4]>[Pd].CC([O-])=O.CC([O-])=O.[Pb+2].CCCCCC>[CH3:1][C:2]([OH:16])([CH2:5][CH2:6][CH:7]=[C:8]([CH3:15])[CH2:9][CH2:10][CH2:11][CH:12]([CH3:13])[CH3:14])[CH:3]=[CH2:4]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 1

HCID 538357523,7,11-Trimethyl-6-dodecen-1-yn-3-ol

생성물 1

HCID 1158391,6-Dodecadien-3-ol, 3,7,11-trimethyl-수율 99.1%

시약·촉매·용매 2

HCID 131709914Lindlars catalyst촉매HCID 8058Hexane용매

실험 절차

An autoclave having an internal volume of 3 liters was charged with 630 g of the 3,7,11-trimethyl-6-dodecen -1-yn-3-ol thus obtained, 270 g of hexane and 0.22 g of a Lindlar catalyst (supported on calcium carbonate) to carry out the hydrogenation for 4 hours under hydrogen pressure of 5 to 8 kg/cm2 (gauge pressure) at a temperature of 25 to 43° C. Thereafter, the catalyst was filtered off, and the resultant filtrate was concentrated with a rotary evaporator to give 630 g of crude 3,7,11-trimethyl-1,6-dodecadien-3-ol. Analysis by gas chromatography (column: DC-550, available from Gasukuro Kogyo Inc.; column length: 3 m; column temperature: 160° C.; and column: PEG-20M, available from Gasukuro Kogyo Inc.; column length: 3 m; column temperature: 190° C.) revealed that the conversion of 3,7,11-trimethyl-6-dodecen-1-yn-3-ol was 95.5%, and the selectivity to 3,7,11-trimethyl -1,6-dodecadien-3-ol was 94.6%.

후처리

  1. customthus obtained
  2. customfor 4 hours
  3. customat a temperature of 25 to 43° C
  4. filtrationThereafter, the catalyst was filtered off
  5. concentrationthe resultant filtrate was concentrated with a rotary evaporator

출처 및 근거

ORD 기록
ord-cb0200cb47db47dcac9712f9c1f8646b
출처 데이터셋
uspto-grants-1999_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05955636

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