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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1356895Generated: October 26, 2026

3-Methylcatechol → 4-Methyl-1,3-benzodioxole

https://huagongshe.com/reaction/1356895

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-MethylcatecholHCID 340—
ReactantDibromomethaneHCID 3024—
CatalystTrioctylmethylammonium chlorideHCID 21218—
SolventWaterHCID 962—
Product4-Methyl-1,3-benzodioxoleHCID 88560—

Reaction Steps

11.6 g Adogen 464 and 7 mL of dibromomethane were refluxed in 50 mL of H2O for 0.5 hours under argon. 3-Methylcatechol (8.89 g, 71.6 mmol) was added over 2 hours and the mixture refluxed for an additional 1 hour. Distillation of the product from the reaction mixture afforded the title compound as a yellow oil: HRMS m/e 136.0524 (calc'd for C8H8O2, 136.0524).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06586603B1
Source datasetuspto-grants-2003_07
ORD IDord-50b1e9813d424447b29a3271e6080318
Source noteuspto-grants-2003_07