Bromopentafluorobenzene → HCID 178505971, compound

HRID 1977541Notes

Reaction equation

HRID 1977541 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]>C(OC)(C)(C)C>[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]

Participants

4

Reactant 2

HCID 9578Bromopentafluorobenzene2×HCID 178418443HCID 178418443, compound

Product 1

HCID 178505971HCID 178505971, compound

Reagents, catalysts & solvents 1

HCID 15413tert-Butyl methyl etherSolvent2×

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 130 ml of a t-butyl methyl ether (chain ether solvent) solution containing 0.198 mol of suspended ethyl magnesium bromide as the hydrocarbon magnesium halide (2) was charged to the reaction vessel. Meanwhile, 0.182 mol of bromopentafluorobenzene was charged to the dropping funnel. Then, bromopentafluorobenzene in the dropping funnel was dropped to the reaction vessel over 45 minutes at room temperature, and the reaction solution was stirred for 4 hours at room temperature. Consequently, pentafluorophenyl magnesium bromide was obtained in the form of a colorless t-butylmethyl ether solution. The yield of pentafluorophenyl magnesium bromide measured in the same manner as Example 1 was 98.0 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-7cc7e8f4f27544289e2d07d978fa6a3e
Source dataset
uspto-grants-2001_05
Patent number
US06235222B1

Reaction notes

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