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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 352353Generated: October 30, 2026

Hydrochloric Acid → 3,5-Dimethyl-2-(2-propen-1-yl)phenyl 2,2,2-trifluoroethyl ether

https://huagongshe.com/reaction/352353

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
ReactantEthanol, 2,2,2-trifluoro-, 1-(4-methylbenzenesulfonate)HCID 67942—
Reactant2-Allyl-3,5-dimethylphenolHCID 259654—
SolventWaterHCID 962—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product3,5-Dimethyl-2-(2-propen-1-yl)phenyl 2,2,2-trifluoroethyl etherHCID 22709321—

Reaction Steps

17 g of sodium hydroxide were metered into a mixture of 50 g of 3,5-dimethyl-2-(2-propen-1-yl)-phenol (C) and 86 g of 2,2,2-trifluoroethyl tosylate in 450 ml of N-methylpyrrolidone at 120° C. Stirring was continued for 16 hours at 120° C., and the mixture was subsequently poured into 21 of water. The pH was brought to 2 using 6N hydrochloric acid, and the mixture was extracted using dichloromethane. The combined organic phases were dried over sodium sulphate, the solvent was removed in vacuo, and the residue was distilled. This gave 32 g (43% of theory) of 3,5-dimethyl-2-(2-propen-1-yl)phenyl 2,2,2-trifluoroethyl ether of a boiling point of 100° C. at 1 mbar.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06746990B2
Source datasetuspto-grants-2004_06
ORD IDord-97fbc4371dd84716998068f70926ab25
Source noteuspto-grants-2004_06