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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 395253Generated: October 26, 2026

Dichloromethane → 1,3-Benzodioxole, 5-methyl-

https://huagongshe.com/reaction/395253

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant4-MethylcatecholHCID 9958—
ReactantSodium HydroxideHCID 14798—
SolventEthyl AcetateHCID 8857—
Product1,3-Benzodioxole, 5-methyl-HCID 8156471.9%

Reaction Conditions

Temperature100 °C

Reaction Steps

A mixture of 4-methylcatechol (26.0 g, 209.4 mmol) and NaOH (18.4 g, 461.0 mmol) in CH2Cl2 (40.0 mL) was heated to 100° C. under nitrogen for 2 hours. The solution was allowed to cool to ambient temperature and diluted with ethyl acetate (500 mL). The mixture was washed with NaHCO3 (200 mL) and H2O (2×200 mL). The organic layer was dried over Na2SO4, filtered and concentrated to give a crude oil. Flash chromatography eluting with hexane (100%) gradient to ether/hexane (1:1) afforded the title intermediate as a colorless oil 20.5 g (71.9%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06605596B2
Source datasetuspto-grants-2003_08
ORD IDord-07f0cc7de98e4b4aa8fd7d1923e436ad
Source noteuspto-grants-2003_08