Octane → 2,3-Difluoro-2-(pentafluoroethyl)-3-(trifluoromethyl)oxirane
Reaction equation
CCCCCCCC.[F:9][C:10]([F:24])([F:23])[C:11]([F:22])(Br)[C:12](=[O:20])[C:13]([F:19])([F:18])[C:14]([F:17])([F:16])[F:15].[F:25]C(F)(F)C(=O)C(F)(Br)C(F)(F)C(F)(F)F>>[F:9][C:10]([F:24])([F:23])[C:11]1([F:22])[O:20][C:12]1([F:25])[C:13]([F:19])([F:18])[C:14]([F:17])([F:16])[F:15]Participants
4
Procedure
The distillate was subjected to flash chromatography on silica gel using octane as an eluant. The column effluent containing primarily octane and the mixture of perfluoro-2-bromo-3-pentanone and perfluoro-3-bromo-2-pentanone was then subjected to two vacuum distillations at a pressure of 56 and 100 torr, respectively, to separate the bromoperfluoroketones from the bulk of the octane. The low-boiling fractions from the vacuum distillations were then re-distilled at atmospheric pressure. The fractions collected at a head temperature of 71.2-72.8° C. were combined. The product was a mixture of perfluoro-2-bromo-3-pentanone and perfluoro-3-bromo-2-pentanone in molar ratio of 1.0 to 1.12 with overall purity of >98 GC area %.
Workup
- customrespectively, to separate the bromoperfluoroketones from the bulk of the octane
- distillationThe low-boiling fractions from the vacuum distillations were then re-distilled at atmospheric pressure
- customThe fractions collected at a head temperature of 71.2-72.8° C.
- additiona mixture of perfluoro-2-bromo-3-pentanone and perfluoro-3-bromo-2-pentanone in molar ratio of 1.0 to 1.12 with overall purity of >98 GC area %
Sources & evidence
- ORD record
- ord-47709833d6e64dfc949cb06f4e6132d9
- Source dataset
- uspto-grants-2008_03
- Patent number
- US07343981B2
Reaction notes
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