Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1869408Generated: October 31, 2026

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

https://huagongshe.com/reaction/1869408

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 numberUS07638515B2
Source datasetuspto-grants-2009_12
ORD IDord-c08868ac64a74ee98c5473de91717926
Source noteuspto-grants-2009_12