Monobenzone → 4-[4-(Trifluoromethoxy)-2-nitrophenoxy]-phenyl benzyl ether

HRID 128494

Reaction equation

HRID 128494 reaction equation
[CH2:1]([O:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[O-].[K+].[F:19][C:20]([F:33])([F:32])[O:21][C:22]1[CH:27]=[CH:26][C:25](Cl)=[C:24]([N+:29]([O-:31])=[O:30])[CH:23]=1>CN(C=O)C>[CH2:1]([O:8][C:9]1[CH:10]=[CH:11][C:12]([O:15][C:25]2[CH:26]=[CH:27][C:22]([O:21][C:20]([F:33])([F:19])[F:32])=[CH:23][C:24]=2[N+:29]([O-:31])=[O:30])=[CH:13][CH:14]=1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 7638MonobenzoneHCID 232972111-Chloro-2-nitro-4-(trifluoromethoxy)benzeneHCID 23664618Potassium methoxide

Product 1

HCID 234698274-[4-(Trifluoromethoxy)-2-nitrophenoxy]-phenyl benzyl ether

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a mixture of 10.01 g. of 4-(benzyloxy)phenol and 3.51 g. (0.05 mole) of potassium methoxide in 75 ml. of DMF is added 12.08 g. (0.05 mole) of 4-(trifluoromethoxy)-2-nitro-1-chlorobenzene. The mixture is heated to complete the reaction. Most of the solvent is removed at reduced pressure and the residue treated with methylene chloride and water. The methylene chloride solution is washed with saturated brine, dried, and the solvent removed, leaving 4-[4-(trifluoromethoxy)-2-nitrophenoxy]-phenyl benzyl ether.

Workup

  1. additionTo a mixture of 10.01 g
  2. temperatureThe mixture is heated
  3. customthe reaction
  4. customMost of the solvent is removed at reduced pressure
  5. additionthe residue treated with methylene chloride and water
  6. washThe methylene chloride solution is washed with saturated brine
  7. customdried
  8. customthe solvent removed

Sources & evidence

ORD record
ord-1391ff6e4cd44424a79ed88c9d8f6738
Source dataset
uspto-grants-1981_03
Patent number
US04259532

Linked notes

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