Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1690187Generated: October 30, 2026

Water → 5-Fluoro-2-nitroanisole

https://huagongshe.com/reaction/1690187

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantMethyl iodideHCID 6328—
Reactant5-Fluoro-2-nitrophenolHCID 9937—
ReactantPotassium CarbonateHCID 11430—
SolventDimethylformamideHCID 6228—
Product5-Fluoro-2-nitroanisoleHCID 2779250108.2%

Reaction Steps

A solution of 4-fluoro-2-hydroxy-1-nitrobenzene (100 mg, 0.637 mmol) in N,N-dimethylformamide (3.2 mL) was added with potassium carbonate (132 mg, 0.955 mmol), then added with methyl iodide (48 μL, 0.764 mmol) under ice-cold conditions, and stirred at room temperature for 1 hour. The reaction solution was further added with potassium carbonate (132 mg, 0.955 mmol), then with methyl iodide (48 μL, 0.764 mmol) under ice-cold conditions, and stirred at 60° C. for 1 hour. The reaction solution was added with water and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo. 4-fluoro-2-methoxy-1-nitro-benzene (118 mg, yield >100%) was obtained as a yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08153634B2
Source datasetuspto-grants-2012_04
ORD IDord-0e47b64e745141468c8412b969e4461f
Source noteuspto-grants-2012_04