Trifluoroacetic acid → 3-{4-[3-(3,4-Difluoro-phenyl)-3-oxo-propenyl]-phenyl}-acrylic acid

HRID 556282Notes

Reaction equation

HRID 556282 reaction equation
C([O:5][C:6](=[O:27])[CH:7]=[CH:8][C:9]1[CH:14]=[CH:13][C:12]([CH:15]=[CH:16][C:17]([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[C:21]([F:26])[CH:20]=2)=[O:18])=[CH:11][CH:10]=1)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[F:26][C:21]1[CH:20]=[C:19]([C:17](=[O:18])[CH:16]=[CH:15][C:12]2[CH:13]=[CH:14][C:9]([CH:8]=[CH:7][C:6]([OH:27])=[O:5])=[CH:10][CH:11]=2)[CH:24]=[CH:23][C:22]=1[F:25]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 669921713-{4-[3-(3,4-Difluoro-phenyl)-3-oxo-propenyl]-phenyl}-acrylic acid tert-butyl ester

Product 1

HCID 669916483-{4-[3-(3,4-Difluoro-phenyl)-3-oxo-propenyl]-phenyl}-acrylic acidYield 113.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

3-{4-[3-(3,4-difluoro-phenyl)-3-oxo-propenyl]-phenyl}-acrylic acid tert-butyl ester (210 mg, 0.56 mmol) was dissolved in DCM (5 ml) and trifluoroacetic acid was added (2 ml). The reaction was stirred at room temperature for 12 h. The solvent was evaporated under vacuo giving 200 mg of 3-{4-[3-(3,4-difluoro-phenyl)-3-oxo-propenyl]-phenyl}-acrylic acid.

Workup

  1. customThe solvent was evaporated under vacuo

Sources & evidence

ORD record
ord-1d1f766d86ca477eb2c05ec066aca39d
Source dataset
uspto-grants-2011_11
Patent number
US08058273B2

Reaction notes

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