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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1444492Generated: November 2, 2026

Methyl iodide → 1-Chloro-2-methoxy-4-methylbenzene

https://huagongshe.com/reaction/1444492

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-5-methylphenolHCID 12008—
SolventAcetoneHCID 180—
Product1-Chloro-2-methoxy-4-methylbenzeneHCID 99352103.8%

Reaction Steps

50 g (350.65 mmol) of 2-chloro-5-methylphenol is dissolved in 450 ml of acetone and mixed with 96.5 g (701.3 mmol) of potassium carbonate under nitrogen. After 43.6 ml of methyl iodide (2 equivalents) is added, it is refluxed for three hours. After cooling, the reaction mixture is filtered, the filter residue is washed with acetone, and the filter is spun in until a dry state is reached (bath temperature 30° C.). Since the residue still contains potassium carbonate, it is taken up in a little diethyl ether and filtered again. After the solvent is spun off, 57 g (103.8%) of the desired compound is obtained, which is used as crude product in the next stage.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07662821B2
Source datasetuspto-grants-2010_02
ORD IDord-9a68f492703543548d4df4e854073069
Source noteuspto-grants-2010_02