Butyl ether → Butyl ether

HRID 1977545Notes

Reaction equation

HRID 1977545 reaction equation
C([Mg:4][Br:5])(C)C.Br[C:7]1[C:12]([F:13])=[C:11]([F:14])[C:10]([F:15])=[C:9]([F:16])[C:8]=1[F:17].[CH2:18]([O:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH2:19][CH2:20][CH3:21]>>[F:13][C:12]1[C:7]([Mg:4][Br:5])=[C:8]([F:17])[C:9]([F:16])=[C:10]([F:15])[C:11]=1[F:14].[CH2:18]([O:22][CH2:23][CH2:24][CH2:25][CH3:26])[CH2:19][CH2:20][CH3:21]

Participants

5

Reactant 3

HCID 8909Butyl ether3×HCID 9578Bromopentafluorobenzene2×HCID 178418365HCID 178418365, compound

Product 2

HCID 8909Butyl etherHCID 178505971HCID 178505971, compound

Conditions

Temperature
35 °C

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 90 ml of a dibutyl ether (chain ether solvent) solution containing 0.188 mol of isopropyl magnesium bromide as the hydrocarbon magnesium halide (2) was charged to the reaction vessel. Meanwhile, 0.182 mol of bromopentafluorobenzene and 50 ml of dibutyl ether (chain ether solvent) were charged to the dropping funnel. Then, the dibutyl 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 2 hours at 35° C. Consequently, pentafluorophenyl magnesium bromide was obtained in the form of a light-yellow dibutyl ether solution. The yield of pentafluorophenyl magnesium bromide measured in the same manner as Example 1 was 97.5 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-914dfb22f6974741ba6009edfa00de54
Source dataset
uspto-grants-2001_05
Patent number
US06235222B1

Reaction notes

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