Butyl ether → Butyl ether

HRID 1271661Notes

Reaction equation

HRID 1271661 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:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:18][CH2:19][CH3:20]>>[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:21][CH2:22][CH2:23][CH2:24][CH3:25])[CH2:18][CH2:19][CH3:20]

Participants

5

Reactant 3

HCID 8909Butyl etherHCID 9578Bromopentafluorobenzene2×HCID 178418443HCID 178418443, compound

Product 2

HCID 8909Butyl etherHCID 178505971HCID 178505971, compound

Conditions

Temperature
25 °C

Procedure

Air inside the reaction vessel as in Example 1 was replaced with a nitrogen gas in a satisfactory manner. Then, 180 ml of dibutyl ether solution containing 0.354 mol of ethyl magnesium bromide as hydrocarbon magnesium halide was charged to the reaction vessel. Further, 0.365 mol of bromopentafluorobenzene was charged to the dropping funnel as fluoroarylhalide. Next, after dropping the bromopentafluorobenzene in the dropping funnel over 120 minutes at 25° C., the content of the reaction vessel was stirred for thirty minutes at 25° C., thereby obtaining pentafluorophenyl magnesium bromide as the fluoroaryl magnesium halide, obtained as a colorless dibutyl ether solution.

Workup

  1. additionwas charged to the reaction vessel
  2. customover 120 minutes
  3. customat 25° C.

Sources & evidence

ORD record
ord-3d7f7bb1ab234f72884dbc96fb5c42cf
Source dataset
uspto-grants-2007_04
Patent number
US07205441B2

Reaction notes

Loading…