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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1898991Generated: November 2, 2026

Methyl iodide → 2-Chloro-1-methoxy-3-methyl-4-nitrobenzene

https://huagongshe.com/reaction/1898991

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant2-Chloro-3-methyl-4-nitrophenolHCID 13147355—
SolventDimethylformamideHCID 6228—
Product2-Chloro-1-methoxy-3-methyl-4-nitrobenzeneHCID 1370238381.2%

Reaction Steps

2-Chloro-3-methyl-4-nitrophenol (9.39 g, 50.0 mmol) was reacted with sodium hydride (50%, 2.64 g, 55.0 mmol) and methyl iodide (7.81 g, 55.0 mmol) in dry DMF (200 ml) by the method described in 1 (a). After treatment with water, the product was extracted with chloroform, and the dried extract evaporated to dryness, leaving an oil which crystallised on cooling, leaving solid 2-chloro-3-methyl-4-nitroanisole (8.19 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05571833
Source datasetuspto-grants-1996_11
ORD IDord-7a595a9bb28245488bfb0cabff633f57
Source noteuspto-grants-1996_11