2-Fluorophenol → 4-(2-Fluoro-phenoxy)benzophenone

HRID 1086059Notes

Reaction equation

HRID 1086059 reaction equation
[OH-].[K+].F[C:4]1[CH:17]=[CH:16][CH:15]=[CH:14][C:5]=1[C:6]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)=[O:7].[F:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[OH:25]>CS(C)=O>[F:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][C:20]=1[O:25][C:16]1[CH:15]=[CH:14][C:5]([C:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)=[O:7])=[CH:4][CH:17]=1

Participants

5

Reactant 3

HCID 97072-FluorophenolHCID 14797Potassium HydroxideHCID 676502-Fluorobenzophenone

Product 1

HCID 151432474-(2-Fluoro-phenoxy)benzophenoneYield 87%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

All the components (301 g of 46 percent aqueous KOH, 501 g of fluorobenzophenone, 800 mL of DMSO, and 269 g of fluorophenol), plus 5 mole percent BHT (25 g) were mixed together under a nitrogen atmosphere and distillation of water was carried out at a maximum temperature of 80° C. Reaction continued at 70° C. for a total of 12 hr. Purification by lights distillation gave an 87 percent yield of 4-(2-fluoro-phenoxy)benzophenone.

Workup

  1. distillationdistillation of water
  2. customwas carried out at a maximum temperature of 80° C
  3. customReaction
  4. customcontinued at 70° C. for a total of 12 hr
  5. customPurification
  6. distillationby lights distillation

Sources & evidence

ORD record
ord-7d6362f073dc417b932b7eb13636c568
Source dataset
uspto-grants-1991_04
Patent number
US05012017

Reaction notes

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