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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1156445Generated: October 30, 2026

Hydrochloric Acid → 4-Methylcatechol

https://huagongshe.com/reaction/1156445

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantHydrogen PeroxideHCID 784—
ReactantPyridineHCID 1049—
ReactantMethyl Isobutyl KetoneHCID 7909—
ReactantSodium HydroxideHCID 14798—
CatalystTetrabutylammonium BromideHCID 74236—
SolventWaterHCID 962—
Product4-MethylcatecholHCID 995893%

Reaction Steps

Then, 0.9 mol of 30% sodium hydroxide was added to a mixture solution composed of 0.8 mol of the thus-obtained compound (III-1), 0.9 mol of 30% hydrogen peroxide, 0.008 mol of tetra-n-butylammonium bromide, a 2-fold amount by weight of methyl isobutyl ketone, a 2.7-fold amount by weight of water, and a 0.2-fold amount by weight of pyridine, the respective amounts being based on the weight of (III-1), at 0° to 10° C. over 3 hours. Stirring was continued for 3 hours at the same temperature. After completion of the reaction, the reaction mixture was rendered weakly acidic with hydrochloric acid, followed by extracting with methyl isobutyl ketone. After liquid separation, the methyl isobutyl ketone was distilled off from the organic layer to obtain 4-methylcatechol (V) in 93% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04335263
Source datasetuspto-grants-1982_06
ORD IDord-c6c791acdc0b4c43b55e133475d6e784
Source noteuspto-grants-1982_06