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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2104248Generated: October 30, 2026

Dimethyl Sulfate → 1-Chloro-2-methoxy-4-methylbenzene

https://huagongshe.com/reaction/2104248

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfateHCID 6497—
ReactantEthyl AcetateHCID 8857—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-5-methylphenolHCID 12008—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product1-Chloro-2-methoxy-4-methylbenzeneHCID 99352—

Reaction Steps

A mixture of 2-chloro-5-methylphenol (14.2 g, 1 equiv), Me2SO4 (10.5 mL, 1.1 equiv) and K2CO3 (27.6 g, 2 equiv) in 150 mL of THF was stirred at rt overnight. Ethyl acetate and water were added and the organic layer was dried over sodium sulfate, filtered and evaporated to give 2-chloro-5-methylanisole as a crude product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576218B2
Source datasetuspto-grants-2009_08
ORD IDord-f7ccf0fff05945de8c1d9fa1459c3b0b
Source noteuspto-grants-2009_08