Methyl iodide → HCID 178505971, compound

HRID 1977542Notes

Reaction equation

HRID 1977542 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].CI>COCCOC>[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

5

Reactant 3

HCID 6328Methyl iodideHCID 9578Bromopentafluorobenzene2×HCID 178418443HCID 178418443, compound

Product 1

HCID 178505971HCID 178505971, compound

Reagents, catalysts & solvents 1

HCID 80711,2-DimethoxyethaneSolvent2×

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 60 ml of a 1,2-dimethoxy ethane (chain ether solvent) solution containing 0.088 mol of suspended ethyl magnesium bromide was charged to the reaction vessel. Meanwhile, 0.081 mol of bromopentafluorobenzene was charged to the dropping funnel. Further, 0.5 g of methyl iodide was charged to the reaction vessel through a micro-syringe, and the reaction solution was stirred for 10 minutes at room temperature. 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 1,2-dimethoxy ethane solution. The yield of pentafluorophenyl magnesium bromide measured in the same manner as Example 1 was 98.5 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
  3. stirringthe reaction solution was stirred for 4 hours at room temperature

Sources & evidence

ORD record
ord-d7dd8096f34b4d118143f39a8ebaf61f
Source dataset
uspto-grants-2001_05
Patent number
US06235222B1

Reaction notes

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