Production of gem-disubstituted cyclohexadienones
US4845258A · kind A · utility
Assignee
Inventor
Key dates
| Filing date | Apr 4, 1988 |
| Grant date | Jul 4, 1989 |
| Priority date | — |
| Expiry date | Apr 4, 2008 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07C2603/26
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
Quinones may be perfluoroalkylated by means of perfluoroalkyltrihydrocarbyl silane using quaternary ammonium bifluorides, quaternary phosphonium bifluorides or alkali metal bifluorides as catalysts. The reaction--which is conducted under essentially anhydrous conditions, preferably in a suitable liquid phase reaction medium, most preferably a dipolar aprotic solvent--results in the formation of gem-disubstituted cyclohexadienones in which the gem substituents are a perfluoroalkyl group and a trihydrocarbylsiloxy group. These gem-disubstituted compounds in turn can be readily converted to perfluoroalkyl substituted aromatics, thus circumventing the traditional need for photochlorination followed by halogen exchange using hydrogen fluoride as a means of preparing perfluoroalkyl aromatic compounds.
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.