M-Cresol → 2,6-Di(butan-2-yl)-3-methylphenol

HRID 597107Notes

Reaction equation

HRID 597107 reaction equation
[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[CH:3][C:2]=1[CH3:8].[Al].[CH2:10]=[CH:11][CH2:12][CH3:13].[OH-].[Na+]>[Hg](Cl)Cl>[CH3:8][C:2]1[C:1]([CH:1]([CH2:2][CH3:3])[CH3:6])=[C:6]([OH:7])[C:5]([CH:11]([CH2:12][CH3:13])[CH3:10])=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 342M-CresolHCID 78441-ButeneHCID 14798Sodium HydroxideHCID 5359268Aluminum

Product 1

HCID 1223912,6-Di(butan-2-yl)-3-methylphenolYield 26.6%

Reagents, catalysts & solvents 1

HCID 24085Mercuric ChlorideCatalyst

Conditions

Temperature
200 °C

Procedure

In an autoclave 162 g of m-cresol, 1.6 g of aluminium grit and 0.1 g of mercury(II) chloride are heated at 200° C for 1 h. After cooling at room temperature 168 g of n-butene are added. This mixture is stirred at 200° C for 10 h. Then 10 g of 10% aqueous sodium hyroxide solution are added and the mixture is fractionated. At 142° C (12 mm Hg) 43.9 g of 3-methyl-2,6-di-s-butylphenol are obtained.

Workup

  1. additionare added

Sources & evidence

ORD record
ord-9c60abdba625404c919a0e779e6a50e2
Source dataset
uspto-grants-1977_03
Patent number
US04013473

Reaction notes

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