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Quinoline → 2-Nonen-1-ol, (2Z)-

HRID 1657945
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HRID 1657945 반응식
[CH2:1]([OH:10])[C:2]#[C:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9].N1C2C(=CC=CC=2)C=CC=1>CO.[Pd].CC([O-])=O.CC([O-])=O.[Pb+2]>[CH2:1]([OH:10])/[CH:2]=[CH:3]\[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]
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참가 물질

5

반응물 2

HCID 7047QuinolineHCID 80017Non-2-yn-1-ol

생성물 1

HCID 53650272-Nonen-1-ol, (2Z)-수율 22.8%

시약·촉매·용매 2

HCID 131709914Lindlars catalyst촉매HCID 887Methanol용매

실험 절차

2-Nonyn- 1-ol (20 g, 0.4 mole) in 200 ml methyl alcohol is hydrogenated in a Parr bomb using a Lindlar catalyst (0.5 g Pd/BaSO4) and quinoline (0.5 g). The hydrogenation was monitored by gas liquid partition chromatography on diethylene glycol succinate. Hydrogenation is stopped when the concentration of the acetylenic alcohol equals that of the saturated alcohol. The hydrogenation mixture is filtered, diluted with water and extracted with ether. The ether extract is dried over anhydrous sodium sulfate, concentrated and distilled to yield 13 g of cis-2-nonen-1-ol, b.p. 60°-64°C/0.5 mm.

후처리

  1. custompartition chromatography on diethylene glycol succinate
  2. filtrationThe hydrogenation mixture is filtered
  3. additiondiluted with water
  4. extractionextracted with ether
  5. extractionThe ether extract
  6. dry with materialis dried over anhydrous sodium sulfate
  7. concentrationconcentrated
  8. distillationdistilled

출처 및 근거

ORD 기록
ord-a0faf13214f74682a1fc1f67ec67e44f
출처 데이터셋
uspto-grants-1976_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US03962321

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