4'-Methoxy-3-(trifluoromethyl)benzophenone → (4-Hydroxyphenyl)[3-(trifluoromethyl)phenyl]methanone

HRID 1857207Notes

Reaction equation

HRID 1857207 reaction equation
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:20])([F:19])[F:18])[CH:12]=2)=[O:10])=[CH:5][CH:4]=1.C[S-].[Na+]>CN(C)C=O>[OH:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]([F:18])([F:19])[F:20])[CH:12]=2)=[O:10])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 700564'-Methoxy-3-(trifluoromethyl)benzophenoneHCID 4378561Sodium methanethiolate

Product 1

HCID 22132694(4-Hydroxyphenyl)[3-(trifluoromethyl)phenyl]methanoneYield 73%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-Trifluoromethylphenyl 4-methoxyphenyl ketone (657 mg) obtained in Example 138 was dissolved in N,N-dimethylformamide (35 ml), sodium thiomethoxide (411 ml) was added, and the admixture was refluxed with heat under argon for 7 hours. The reaction mixture was treated in the same manner as described in Example 33 to obtain 454 mg of the title compound (yield: 73%).

Workup

  1. temperaturethe admixture was refluxed
  2. temperaturewith heat under argon for 7 hours
  3. additionThe reaction mixture was treated in the same manner

Sources & evidence

ORD record
ord-ebd210402c9b4770a2d4fe8b2488d762
Source dataset
uspto-grants-2000_11
Patent number
US06143764

Reaction notes

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