Trifluoroacetic acid → HCID 57295477, compound

HRID 568069Notes

Reaction equation

HRID 568069 reaction equation
FC(F)(F)C(OC(=O)C(F)(F)F)=O.FC(F)(F)C(O)=O.[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([C:28]([CH:38]2[CH2:42][CH2:41][O:40][C:39]2=[O:43])(O)[C:29]2[CH:34]=[CH:33][C:32]([S:35][CH3:36])=[CH:31][CH:30]=2)=[CH:24][CH:23]=1>ClCCl.O>[Cl:21][C:22]1[CH:27]=[CH:26][C:25]([C:28](=[C:38]2[CH2:42][CH2:41][O:40][C:39]2=[O:43])[C:29]2[CH:34]=[CH:33][C:32]([S:35][CH3:36])=[CH:31][CH:30]=2)=[CH:24][CH:23]=1

Participants

6

Reactant 3

HCID 6422Trifluoroacetic acidHCID 9845Trifluoroacetic anhydrideHCID 15839976HCID 15839976, compound

Product 1

HCID 57295477HCID 57295477, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

5.2 g of trifluoroacetic anhydride and 3.8 ml of trifluoroacetic acid are added to a solution of 8.6 g of 3-[1-(4-chlorophenyl)-1-hydroxy-1-(4-methylthiophenyl)methyl]dihydrofuran-2-one, prepared in Example 6, in 100 ml of dichloromethane. The mixture is stirred at room temperature for 4 hours and then diluted with water and decanted. The organic phase is dried over magnesium sulphate and evaporated under vacuum to give 7.5 g of 3-[1-(4-chlorophenyl)-1-(4-methylthiophenyl)methylidene]dihydrofuran-2-one in the form of an oil, which is used as such in the next step.

Workup

  1. customdecanted
  2. dry with materialThe organic phase is dried over magnesium sulphate
  3. customevaporated under vacuum

Sources & evidence

ORD record
ord-d502090de08f4e279d19915afa2fc42a
Source dataset
uspto-grants-2001_01
Patent number
US06180651B2

Reaction notes

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