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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 361973Generated: October 26, 2026

Ammonia → 4-Hydroxymethyl-2,5-dimethylphenol

https://huagongshe.com/reaction/361973

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmoniaHCID 222—
ReactantFormaldehydeHCID 712—
Reactant2,5-DimethylphenolHCID 7267—
ReactantSodium HydroxideHCID 14798—
SolventAcetic AcidHCID 176—
SolventWaterHCID 962—
Product4-Hydroxymethyl-2,5-dimethylphenolHCID 10942640—

Reaction Conditions

Temperature12 °C

Reaction Steps

Into a 5 liter four-necked flask were charged 610.9 g of 2,5-xylenol, 200 gof sodium hydroxide and 2500 g of water. While stirring at 12° C., 565 g of 37% formaldehyde was added dropwise thereto over 1 hour and 30 minutes, and the reaction was conducted for 4 more hours. After completionof the reaction, 89 g of 28% aqueous ammonia solution was added and the mixture was stirred for 30 minutes. Thereafter, 400 g of acetic acid was added thereto, and the resulting mixture was filtered and washed with water. The filtered product thus obtained was dried to obtain 609 g of 4-hydroxymethyl-2,5-dimethylphenol. Purity measured by liquid chromatography (LC): 99%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05866724
Source datasetuspto-grants-1999_02
ORD IDord-78fd208b70014bb693819b515af4127a
Source noteuspto-grants-1999_02