Ethylene → 1-Decene

HRID 883832

반응식

HRID 883832 반응식
[C:1]([O:20][CH3:21])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\CCCCCCCC.CCCCCCCCCCCCCC.C=C>ClCCl.C(OCC)=C>[CH2:1]=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[CH3:21][O:20][C:1](=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH:9]=[CH2:10]

참가 물질

7

반응물 3

HCID 6325EthyleneHCID 12389TetradecaneHCID 5364509Methyl Oleate2회

생성물 2

HCID 133811-Decene수율 99%HCID 1778877Methyl 9-decenoate

시약·촉매·용매 2

HCID 8023Ethyl vinyl ether촉매HCID 6344Dichloromethane용매2회

반응 조건

온도
40 °C

실험 절차

The ethylenolysis of methyl oleate was used as a test to determine the activity of (PCy3)Cl2Ru(3-pentafluorophenyl-6,8-diisopropoxyinden-1-ylidene). A catalyst compound stock solution (0.1379 mM) was made by dissolving the catalyst compound in anhydrous dichloromethane. Methyl oleate (0.87 g, 1.0 mL), catalyst compound stock solution (0.906 g), dichloromethane (4.12 g), and tetradecane (0.152 g) as an internal standard were placed in a Fisher-Porter bottle equipped with a stir bar. The vessel was then filled with ethylene to 150 psig and placed in an oil bath heated to 40° C. for 3 hours. The vessel was then depressurized and 5 drops ethyl vinyl ether added to stop the reaction. A sample was analyzed by gas chromatography. The cross-metathesis reaction yielded 18.5% 1-decene and methyl-9-decenoate with 99% selectivity 1-Decene and methyl-9-decenoate yields corresponded to 4300 turnovers of decene per equivalent of ruthenium.

후처리

  1. customequipped with a stir bar
  2. customplaced in an oil bath
  3. customthe reaction
  4. customThe cross-metathesis reaction

출처 및 근거

ORD 기록
ord-bd544b8e4ee14d7981e8edef0c2e1ddd
출처 데이터셋
uspto-grants-2012_08
특허 번호
US08237003B2

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