2,6-Dimethylol-p-cresol → 2,4,6-Trimethylphenol

HRID 622260Notes

Reaction equation

HRID 622260 reaction equation
O[CH2:2][C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[C:5]([CH2:10]O)[C:4]=1[OH:12].[H][H]>CO>[CH3:2][C:3]1[CH:8]=[C:7]([CH3:9])[CH:6]=[C:5]([CH3:10])[C:4]=1[OH:12]

Participants

4

Reactant 2

HCID 70392,6-Dimethylol-p-cresolHCID 178418361HCID 178418361, compound

Product 1

HCID 106982,4,6-Trimethylphenol

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

108 g of o-cresol, 215 g of 38 wt% formalin, 50 g of sodium hydroxide, and 200 g of water were reacted for 96 hours at 25° C., and the reaction mixture was then neutralized with acetic acid, to obtain 126 g of 2,6-bis(hydroxymethyl)-4-methylphenol. (Yield: 75 mol%) The obtained 2,6-bis(hydroxymethyl)-4-methylphenol was reacted in 250 ml of methanol in the presence of 0.375 wt% of platinum-alumina catalyst and hydrogen for 4 hours at 180° C. at 179 kg/cm2 -G, and 15 g of 2,4,6-trimethylphenol was obtained. (Yield: 45 mol%) The yield on the basis of the raw material was 34 mol%.

Sources & evidence

ORD record
ord-7b100bc9eb6d436ab5fa635cc8bc8c71
Source dataset
uspto-grants-1988_09
Patent number
US04769501

Reaction notes

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