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

反応式

HRID 27673 の反応式
[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]

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 131709914Lindlars catalyst触媒HCID 8058Hexane溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c7b9c1f3bf1840198edcbddc3c0525c9
出典データセット
uspto-grants-1980_09
特許番号
US04222963

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