Propyl ether → Propyl ether

HRID 1977544Notes

Reaction equation

HRID 1977544 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].[CH2:17]([O:20][CH2:21][CH2:22][CH3:23])[CH2:18][CH3:19]>>[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].[CH2:17]([O:20][CH2:21][CH2:22][CH3:23])[CH2:18][CH3:19]

Participants

5

Reactant 3

HCID 8114Propyl ether3×HCID 9578Bromopentafluorobenzene2×HCID 178418443HCID 178418443, compound

Product 2

HCID 8114Propyl etherHCID 178505971HCID 178505971, compound

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 50 ml of a dipropyl ether (chain ether solvent) solution containing 0.065 mol of ethyl magnesium bromide was charged to the reaction vessel. Meanwhile, 0.060 mol of bromopentafluorobenzene and 20 ml of dipropyl ether (chain ether solvent) were charged to the dropping funnel. Then, the dipropyl ether solution of bromopentafluorobenzene in the dropping funnel was dropped to the reaction vessel over 1 hour at room temperature, and the reaction solution was stirred for 2 hours at room temperature. Consequently, pentafluorophenyl magnesium bromide was obtained in the form of a colorless dipropyl ether solution. The yield of pentafluorophenyl magnesium bromide measured in the same manner as Example 1 was 94.6 mol % based on bromopentafluorobenzene.

Workup

  1. customAir inside a reaction vessel of the same type as the one used in Example 1
  2. additionwas charged to the reaction vessel

Sources & evidence

ORD record
ord-3ce08b63c8714d4eb81bcea535eca879
Source dataset
uspto-grants-2001_05
Patent number
US06235222B1

Reaction notes

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