p-Fluoronitrobenzene → 1-Nitro-4-phenoxybenzene

HRID 992780Notes

Reaction equation

HRID 992780 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1.[C:11]1([O-:17])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1.[Na+]>>[O:17]([C:2]1[CH:7]=[CH:6][C:5]([N+:8]([O-:10])=[O:9])=[CH:4][CH:3]=1)[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 9590p-FluoronitrobenzeneHCID 4445035Phenolate Sodium

Product 1

HCID 121101-Nitro-4-phenoxybenzeneYield 98%

Procedure

The reaction was carried out completely in the same manner as in Example 21, except that p-fluoronitrobenzene was used instead of p-chloronitrobenzene and sodium phenolate was used instead of potassium fluoride in Example 21. Further, the reaction temperature was changed to 80° C. and the reaction time was changed to 3 hours without pursuing the reaction on halfway. Objective 4-phenoxynitrobenzene was produced in the yield of 98%.

Workup

  1. customwas changed to 80° C.
  2. customthe reaction on halfway

Sources & evidence

ORD record
ord-b163d26c1bb8485f8e8c80b0e727b98d
Source dataset
uspto-grants-2002_10
Patent number
US06469224B1

Reaction notes

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