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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2205461Generated: October 30, 2026

Dimethylformamide → 3,5-Dimethylanisole

https://huagongshe.com/reaction/2205461

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
Reactant3,5-DimethylphenolHCID 7948—
ReactantPotassium CarbonateHCID 11430—
SolventWaterHCID 962—
Product3,5-DimethylanisoleHCID 7012690%

Reaction Steps

3,5-xylenol (10 g, 0.082 mol) and anhydrous potassium carbonate (34 g, 0.25 mol) were added into DMF (150 mL) and then iodomethane (12.8 g, 0.090 mmol) was dropped under an ice bath. The system was stirred overnight at room temperature. At the end of reaction, the reaction system was added with water and then extracted with ethyl acetate, and the organic phase was washed with saturated brine, then dried and evaporated in vacuum to obtain 10 g of the product (90%) by column chromatography.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09371305B2
Source datasetuspto-grants-2016_06
ORD IDord-6fbf1286bfbf4a849585b2d03d80823b
Source noteuspto-grants-2016_06