Sodium methanethiolate → 2-Trifluoromethylphenyl 4-hydroxyphenyl ketone

HRID 1857213Notes

Reaction equation

HRID 1857213 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]=[CH:13][C:12]=2[C:17]([F:20])([F:19])[F:18])=[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]=[CH:13][C:12]=2[C:17]([F:18])([F:19])[F:20])=[O:10])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 4378561Sodium methanethiolateHCID 221326914-Methoxy-2'-trifluoromethylbenzophenone

Product 1

HCID 221326192-Trifluoromethylphenyl 4-hydroxyphenyl ketoneYield 79%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2-Trifluoromethylphenyl 4-methoxyphenyl ketone (1.402 g) obtained in Example 144 was dissolved in N,N-dimethylformamide (15 ml), sodium thiomethoxide (877 mg) was added, and the admixture was refluxed with heat for 4 hours under argon. The reaction mixture was treated in the same manner as described in Example 33 to obtain 1.050 g of the title compound (yield: 79%).

Workup

  1. temperaturethe admixture was refluxed
  2. temperaturewith heat for 4 hours under argon
  3. additionThe reaction mixture was treated in the same manner

Sources & evidence

ORD record
ord-df2240d35d894be7824b6f779a561894
Source dataset
uspto-grants-2000_11
Patent number
US06143764

Reaction notes

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