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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1871059Generated: November 2, 2026

Methyl iodide → 3-Chloro-2-methylanisole

https://huagongshe.com/reaction/1871059

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Chloro-o-cresolHCID 14856—
SolventDimethylformamideHCID 6228—
Product3-Chloro-2-methylanisoleHCID 7674995.4%

Reaction Conditions

Temperature80 °C

Reaction Steps

To 100 ml DMF, was dissolved 3-chloro-o-cresol in an amount of 13.6 g (0.095 mole), and the resulting solution was then stirred for 2 hours at 80° C. following to the addition of potassium carbonate in an amount of 14.5 g (0.105 mole) and methyl iodide in an amount of 17.6 g (0.124 mole) into the solution at an ambient temperature. After cooling the mixture, insoluble materials therein were separated by filtration, and the mixture was then poured into water and extracted with ethyl ether. The organic layer obtained was washed with saturated saline solution and dried with anhydrous magnesium sulfate, and the solvent remained in the layer was distillated out to obtain 2-chloro-6-methoxytoluene in an amount of 14.6 g. The yield was 95.4%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06100421
Source datasetuspto-grants-2000_08
ORD IDord-ab2301936d2f492f828aa9eb5d5e0756
Source noteuspto-grants-2000_08