Diisopropyl Ether → Diisopropyl Ether
Reaction equation
C([Mg:3][Br:4])C.Br[C:6]1[C:11]([F:12])=[C:10]([F:13])[C:9]([F:14])=[C:8]([F:15])[C:7]=1[F:16].[CH:17]([O:20][CH:21]([CH3:23])[CH3:22])([CH3:19])[CH3:18]>>[F:12][C:11]1[C:6]([Mg:3][Br:4])=[C:7]([F:16])[C:8]([F:15])=[C:9]([F:14])[C:10]=1[F:13].[CH:17]([O:20][CH:21]([CH3:23])[CH3:22])([CH3:19])[CH3:18]Participants
Procedure
Air inside a reaction vessel of the same type as the one used in Example 1 was replaced with a nitrogen gas in a satisfactory manner, after which 70 ml of a diisopropyl ether (chain ether solvent) solution containing 0.066 mol of suspended ethyl magnesium bromide was charged to the reaction vessel. Meanwhile, 0.060 mol of bromopentafluorobenzene and 20 ml of diisopropyl ether (chain ether solvent) were charged to the dropping funnel. Then, the diisopropyl ether solution of bromopentafluorobenzene in the dropping funnel was dropped to the reaction vessel over 2 hours at room temperature, and the reaction solution was stirred for 12 hours at room temperature. Consequently, pentafluorophenyl magnesium bromide was obtained in the form of a colorless diisopropyl ether solution. The yield of pentafluorophenyl magnesium bromide measured in the same manner as Example 1 was 94.3 mol % based on bromopentafluorobenzene.
Workup
- customAir inside a reaction vessel of the same type as the one used in Example 1
- additionwas charged to the reaction vessel
Sources & evidence
- ORD record
- ord-098a260f30b34f17bdd6a3e80170e606
- Source dataset
- uspto-grants-2001_05
- Patent number
- US06235222B1
Reaction notes
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