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

HRID 1716208Notes

Reaction equation

HRID 1716208 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-aebf5ff38dc646a3a3ab5baa9e58931c
Source dataset
uspto-grants-2010_09
Patent number
US07803800B2

Reaction notes

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