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Quinoline → 2,5-Undecadien-1-ol, (2Z,5Z)-

HRID 236034
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HRID 236034 반응식
[CH2:1]([OH:12])[C:2]#[C:3][CH2:4][C:5]#[C:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].N1C2C(=CC=CC=2)C=CC=1.[H][H]>C(O)C.[Pd].CC([O-])=O.CC([O-])=O.[Pb+2]>[CH2:1]([OH:12])/[CH:2]=[CH:3]\[CH2:4]/[CH:5]=[CH:6]\[CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 7047QuinolineHCID 111163932,5-Undecadiyn-1-olHCID 178418361HCID 178418361, 화합물

생성물 1

HCID 117450382,5-Undecadien-1-ol, (2Z,5Z)-수율 69.6%

시약·촉매·용매 2

HCID 131709914Lindlars catalyst촉매HCID 702Ethanol용매

실험 절차

2,5-undecadiyn-1-ol (1.5 g) in absolute ethanol (15 ml) was reduced with Lindlar catalyst (0.33 g) in the presence of quinoline (0.1 ml) at 25° C., 1 atm., for 7 h. The uptake of hydrogen stopped at 420 ml (theoretical 428 ml). The solution was filtered, and the solvent was evaporated to give 1.5 g of crude product which was then purified by column chromatography on silica gel (50 g). Elution with ether-petroleum ether (1:4 parts by volume) gave 1.07 g of (Z,Z)-2,5-undecadien-1-ol as an oil.

후처리

  1. filtrationThe solution was filtered
  2. customthe solvent was evaporated
  3. customto give 1.5 g of crude product which
  4. customwas then purified by column chromatography on silica gel (50 g)
  5. washElution with ether-petroleum ether (1:4 parts by volume)

출처 및 근거

ORD 기록
ord-2342aa412e3349f18cb0714a9fc136d4
출처 데이터셋
uspto-grants-1987_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04642364

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