p-Toluenesulfonic acid → 2,6-Dicyclopentyl-3,5-xylenol

HRID 597106Notes

Reaction equation

HRID 597106 reaction equation
[CH:1]1[CH2:5][CH2:4][CH2:3][CH:2]=1.[CH3:6][C:7]1[CH:8]=[C:9]([OH:14])[CH:10]=[C:11]([CH3:13])[CH:12]=1.[C:15]1([CH3:25])[CH:20]=[CH:19][C:18](S(O)(=O)=O)=CC=1>>[CH3:6][C:7]1[C:8]([CH:18]2[CH2:19][CH2:20][CH2:15][CH2:25]2)=[C:9]([OH:14])[C:10]([CH:1]2[CH2:5][CH2:4][CH2:3][CH2:2]2)=[C:11]([CH3:13])[CH:12]=1

Participants

4

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 79483,5-DimethylphenolHCID 8882Cyclopentene

Product 1

HCID 64540472,6-Dicyclopentyl-3,5-xylenolYield 656.4%

Procedure

700 g of cyclopentene are added dropwise to 610 g of 3,5-dimethylphenol and 60 g of p-toluene sulphonic acid at 120° C. The catalyst is removed by washing with sodium hydrogen carbonate solution. The mixture is fractionated. At boiling point 141° C (0.6 mm Hg) 591 g of 3,5-dimethyl-2,6-dicyclopentylphenol are obtained. Melting point: 69° C.

Workup

  1. customThe catalyst is removed
  2. washby washing with sodium hydrogen carbonate solution

Sources & evidence

ORD record
ord-fb1d2327e58a429dab3a4d4a36f9123a
Source dataset
uspto-grants-1977_03
Patent number
US04013473

Reaction notes

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