摘要 |
1503999 Production of halogenated methyl ethyl ether IMPERIAL CHEMICAL INDUSTRIES Ltd 1 Dec 1976 [5 Dec 1975] 50040/75 Heading C2C A process for the manufacture of difluoromethyl 1,2,2-trifluoroethyl ether comprises either the reduction of a compound of the formula wherein X is hydrogen, chlorine or bromine, and wherein either Y and Z, which may be the same or different, each is hydrogen, chlorine or bromine, provided that X, Y and Z are not all hydrogen, or wherein Y and Z are joined together to form an olefinic bond between the two carbon atoms; or the fluorination of a compound of the formula wherein X<SP>2</SP>, X<SP>3</SP>, Z<SP>1</SP> and Z<SP>2</SP>, which may be the same or different, each is fluorine, chlorine or bromine and wherein Y<SP>2</SP> is hydrogen, fluorine, chlorine or bromine, provided that X<SP>2</SP>, X<SP>3</SP>, Y<SP>1</SP>, Z<SP>1</SP> and Z<SP>2</SP> are not all fluorine. The following intermediate compounds are prepared in the examples: 1,2 - Dichloro - 1,2,2 - trifluoroethyl difluoromethyl ether by treating 1,2-dieh1oro-1,2,2-trifluoroethyl methyl ether with chlorine under radiation (Example 1). Difluoromethyl - 1,2,2 - trifluorovinyl ether by treating 1,2 - dichloro - 1,2,2 - trifluoroethyl difluoromethyl ether with Zn/ZnCl 2 in dimethylsulphoxide (Example 2). (1 - Chloro -, 2 - chloro - and 1,2 - dichloro- 1,2,2 - trifluoroethyl difluoromethyl ethers by treating difluoromethyl - 1,2,2 - trifluorovinyl ether with HCl (Example 4). Difluoromethyl - (1 - bromo - or 2 - bromo -)- 1,2,2-trifluoroethyl ether by treating difluoromethyl 1,2,2-trifluorovinyl ether with HBr (Example 9). Methyl 1,2,2-trifluoroethyl ether by reducing 1,2,2-trifluorovinyl ether in the presence of a palladium/carbon catalyst (Example 10). The following intermediate compounds are claimed per se: |