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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 588772Generated: October 29, 2026

Methyl iodide → 5-Chloro-2-nitroanisole

https://huagongshe.com/reaction/588772

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantPotassium CarbonateHCID 11430—
ReactantPhenol, 5-chloro-2-nitro-HCID 11900—
SolventDimethylformamideHCID 6228—
Product5-Chloro-2-nitroanisoleHCID 8111070%

Reaction Steps

To a solution of 5-chloro-2-nitrophenol (40 g, 0.23 mol) in DMF (200 mL), K2CO3 (47.6 g, 0.345 mol) and iodomethane (49 g, 0.345 mol) were added and the resulting mixture was stirred at room temperature for 16 h. The mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel (petroleum ether) to afford the desired product (30 g, 70% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09227978B2
Source datasetuspto-grants-2016_01
ORD IDord-de9d5fcce0ff49d7b805285d6ffde018
Source noteuspto-grants-2016_01