Acetic Acid → 2,6-Dimethylol-p-cresol

HRID 622259Notes

Reaction equation

HRID 622259 reaction equation
[C:1]1([CH3:8])[C:6](O)=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:9]=[O:10].[OH-:11].[Na+].[OH2:13].[C:14](O)(=O)C>>[OH:10][CH2:9][C:3]1[CH:4]=[C:5]([CH3:14])[CH:6]=[C:1]([CH2:8][OH:11])[C:2]=1[OH:13]

Participants

6

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-d644169ad8e240699d21dcb6b49f873c
Source dataset
uspto-grants-1988_09
Patent number
US04769501

Reaction notes

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