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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1090688Generated: November 1, 2026

Methyl iodide → 2-Nitro-4-phenylmethoxyanisole

https://huagongshe.com/reaction/1090688

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
Reactant4-(Benzyloxy)-2-nitrophenolHCID 4606634—
CatalystTetrabutylammonium BromideHCID 74236—
SolventAcetoneHCID 180—
Product2-Nitro-4-phenylmethoxyanisoleHCID 15676976—

Reaction Steps

2-Nitro-4-phenylmethoxy-phenol is methylated by contacting it with a slight molar excess of potassium carbonate and a large molar excess of methyl iodide and tetrabutylammonium bromide (TBAB) in an inert solvent (such as acetone) and refluxed for 8 to 15 hours, preferably 12 hours. After cooling, filtration and evaporation of the solvent, the residue is purified by conventional means to give 2-nitro-4-phenylmethoxyanisole, which in turn is hydrogenated to give the corresponding aniline of Formula 12.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05082847
Source datasetuspto-grants-1992_01
ORD IDord-6bb8a2e7afc94a3ca05ade756e581829
Source noteuspto-grants-1992_01