Preparation of halofluoroalkyl ethers

US4423249A · kind A · utility

Assignee

• THE DOW CHEMICAL COMPANY · US

Inventors

• William P. Carl · Angleton, US
• Bobby R. Ezzell · Lake Jackson, US

Key dates

• Filing date: Aug 26, 1981
• Grant date: Dec 27, 1983
• Expiry date: Aug 26, 2001

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C41/24
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Alkyl or aryl 1,1-difluoroalkyl ethers, e.g., 1,1,2-trifluoro-2-chloro-2-iodoethyl phenyl ether, are prepared by reacting an alkoxide or phenoxide with a 1,1-difluoro-1,2-dihaloethane (with the proviso that halo is not fluoro and at least one of the halo substituents is bromo or iodo) in an organic solvent at temperatures ranging from about -30.degree. C. to about 100.degree. C. These compounds may be dehalogenated with zinc to form the corresponding vinyl ethers. The reaction of halogen derivatives of fluorocarbons with nucleophiles is dramatically facilitated by a bromo or iodo substituent in the beta position.