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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1443224Generated: October 28, 2026

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

https://huagongshe.com/reaction/1443224

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 under nitrogen with 96.5 g (701.3 mmol) of potassium carbonate. 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 filtrate 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 repeatedly. After the solvent is spun off, 57 g (103.8%) of the desired compound is obtained, which is incorporated as a crude product into the next stage.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07659297B2
Source datasetuspto-grants-2010_02
ORD IDord-126204383348407498725377159c6129
Source noteuspto-grants-2010_02