p-Toluenesulfonic acid → 2-Isopropyl-3,5-xylenol

HRID 597103Notes

Reaction equation

HRID 597103 reaction equation
[CH2:1]=[CH:2][CH3:3].[CH3:4][C:5]1[CH:6]=[C:7]([OH:12])[CH:8]=[C:9]([CH3:11])[CH:10]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1>>[CH3:1][C:2]1[C:8]([CH:9]([CH3:11])[CH3:10])=[C:7]([OH:12])[CH:6]=[C:5]([CH3:4])[CH:3]=1

Participants

4

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 79483,5-DimethylphenolHCID 8252Propylene

Product 1

HCID 64540442-Isopropyl-3,5-xylenolYield 23.2%

Procedure

63 g of propylene are introduced into 244 g of 3,5-dimethylphenol and 22 g of p-toluene sulphonic acid at 120° C. Thereupon the mixture is stirred at this temperature for 3 h. The catalyst is removed by washing with sodium hydrogen carbonate solution. Then the mixture is fractionated. At boiling point 120° C (12 mm Hg) 57 g of 3,5-dimethyl-2-isopropylphenol are obtained.

Workup

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

Sources & evidence

ORD record
ord-0f745ca327ec4037a987d964cea4951a
Source dataset
uspto-grants-1977_03
Patent number
US04013473

Reaction notes

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