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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1443467Generated: October 31, 2026

Citric Acid → 1-Chloro-4-methoxy-5-methyl-2-nitrobenzene

https://huagongshe.com/reaction/1443467

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 13785667HCID 13785667—
SolventDimethylformamideHCID 6228—
Product1-Chloro-4-methoxy-5-methyl-2-nitrobenzeneHCID 13785668100%

Reaction Steps

To a stirred solution of 4-chloro-2-methyl-5-nitrophenol (18.8 g, 100 mmol) in DMF (200 ml) was added potassium carbonate (13.8 g, 100 mmol) and methyl iodide (21.3 g, 150 mmol). The mixture was stirred for about two hours at room temperature. 5% Citric acid was added and the mixture was extracted three times with ethyl acetate. The organic phase was washed with brine, dried with sodium sulphate and evaporated under reduced pressure which gave the title compound (20 G, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07659245B2
Source datasetuspto-grants-2010_02
ORD IDord-b9ad01e20d3643a9bdf09246d02b8172
Source noteuspto-grants-2010_02