Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1964219Generated: October 31, 2026

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

https://huagongshe.com/reaction/1964219

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-5-methylphenolHCID 12008—
SolventAcetonitrileHCID 6342—
Product1-Chloro-2-methoxy-4-methylbenzeneHCID 9935289%

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 2-chloro-5-methyl-phenol (93 g, 0.65 mol) in CH3CN (700 mL) was added CH3I (110 g, 0.78 mol) and K2CO3 (180 g, 1.3 mol). The mixture was stirred at 25° C. overnight. The solid was filtered off and the filtrate was evaporated under vacuum to give 1-chloro-2-methoxy-4-methyl-benzene (90 g, 89%). 1H NMR (300 MHz, CDCl3) δ 7.22 (d, J=7.8 Hz, 1 H), 6.74-6.69 (m, 2 H), 3.88 (s, 3 H), 2.33 (s, 3 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08415387B2
Source datasetuspto-grants-2013_04
ORD IDord-98791522db1a4d3bb0b3d288192d52c6
Source noteuspto-grants-2013_04