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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1762406Generated: October 31, 2026

M-Cresol → 1-(Difluoromethoxy)-3-methylbenzene

https://huagongshe.com/reaction/1762406

Reaction equation

Participants

RoleNameHCIDCharge
ReactantM-CresolHCID 342—
ReactantChlorodifluoromethaneHCID 6372—
ReactantSodium HydroxideHCID 14798—
Reactant1,4-DioxaneHCID 31275—
SolventWaterHCID 962—
Product1-(Difluoromethoxy)-3-methylbenzeneHCID 1446129564.5%

Reaction Conditions

Temperature68 °C

Reaction Steps

260 parts by weight of chlorodifluoromethane are passed over 10 hours, whilst stirring, into a mixture of 221 parts by weight of m-cresol, 412 parts by weight of sodium hydroxide, 600 parts by volume of 1,4-dioxane and 500 parts by volume of water, at 67°-70° C. After stirring for 45 minutes at 68° C., the reaction mixture is cooled, diluted with 1,000 parts by volume of water and extracted four times with 200 parts by volume of diethyl ether. After drying, concentrating under reduced pressure and distilling, 209 parts by weight (yield: 64.5% of theory) of 3-tolyl difluoromethyl ether of boiling point 64°-67° C./24.7 mbar are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04832879
Source datasetuspto-grants-1989_05
ORD IDord-a4b9ff5f0eec461c81b6103be9453140
Source noteuspto-grants-1989_05