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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 354260Generated: October 26, 2026

Methanol → 3-Chloro-2-methylanisole

https://huagongshe.com/reaction/354260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantWaterHCID 962—
Reactant2,6-DichlorotolueneHCID 8368—
ReactantPotassium HydroxideHCID 14797—
Product3-Chloro-2-methylanisoleHCID 76749—

Reaction Steps

8.1 g (0.05 mol) of 2,6-dichlorotoluene and 9.9 g (0.15 mol) of potassium hydroxide (85%) are heated in 40 ml of methanol in an autoclave at 160° C. for 20 hours, and the pressure rises to about 12 bar. After cooling, the reaction mixture is poured into about 250 ml of water and extracted three times with about 70 ml of dichloromethane. The united organic phases are dried over sodium sulphate and evaporated under reduced pressure. 3-Chloro-2-methylanisole is obtained as an oil (2.5 g, GC analysis: 37.1%, 12% of theory).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06756512B2
Source datasetuspto-grants-2004_06
ORD IDord-6d8a1a6e004841aeb25f80e049d871d1
Source noteuspto-grants-2004_06