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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 277672Generated: October 29, 2026

Water → 3,5-Dimethyl-2-(2-propen-1-yl)-phenyl difluoromethyl ether

https://huagongshe.com/reaction/277672

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantChlorodifluoromethaneHCID 6372—
ReactantSodium HydroxideHCID 14798—
Reactant2-Allyl-3,5-dimethylphenolHCID 259654—
CatalystTetrabutylammonium BromideHCID 74236—
SolventTolueneHCID 1140—
Product3,5-Dimethyl-2-(2-propen-1-yl)-phenyl difluoromethyl etherHCID 22709325—

Reaction Conditions

Temperature90 °C

Reaction Steps

125 g of 45% strength sodium hydroxide solution and 10 g of tetrabutyl-ammonium bromide were metered into 100 g of 3,5-dimethyl-2-(2-propen-1-yl)-phenol (C) in 700 ml of toluene. The mixture was heated to 90° C., and 110 g of chlorodifluoromethane were subsequently passed in. After the mixture had cooled to room temperature, 300 ml of water were added, and the toluene phase was separated off. The aqueous phase was extracted twice using 200 ml of tert-butyl methyl ether, and the combined organic phases were dried over sodium sulphate. The mixture was concentrated, and, after distillation, 58.5 g (45% of theory) of 3,5-dimethyl-2-(2-propen-1-yl)-phenyl difluoromethyl ether of a boiling point of 55-65° C. at 0.15 mbar were obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06358887B1
Source datasetuspto-grants-2002_03
ORD IDord-16529654b71547b08d0330111bf2c32a
Source noteuspto-grants-2002_03