Trifluoroacetic acid → HCID 57667890, compound

HRID 2191806Notes

Reaction equation

FC(F)(F)C(O)=O.[Cl:8][C:9]1[CH:10]=[C:11]([C:15]2[CH:27]=[CH:26][C:18]([C:19]([O:21]C(C)(C)C)=[O:20])=[C:17]([NH:28][C:29]3[CH:34]=[CH:33][CH:32]=[C:31]([OH:35])[CH:30]=3)[CH:16]=2)[CH:12]=[CH:13][CH:14]=1>>[Cl:8][C:9]1[CH:10]=[C:11]([C:15]2[CH:27]=[CH:26][C:18]([C:19]([OH:21])=[O:20])=[C:17]([NH:28][C:29]3[CH:34]=[CH:33][CH:32]=[C:31]([OH:35])[CH:30]=3)[CH:16]=2)[CH:12]=[CH:13][CH:14]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 68958308HCID 68958308, compound

Product 1

HCID 57667890HCID 57667890, compound

Procedure

Trifluoroacetic acid 5.0 mL was added to the obtained tert-butyl 4-(3-chlorophenyl)-2-((3-hydroxyphenyl)amino)benzoate, and it was stirred at room temperature for 3 hours. The solvent was removed under reduced pressure, and the obtained residue was refined by reversed-phase silica gel column chromatography [eluent; 80-100% acetonitrile/0.1% trifluoroacetic acid aqueous solution] to give 4-(3-chlorophenyl)-2-((3-hydroxyphenyl)amino)benzoic acid 22 mg of a yellow solid.

Workup

customThe solvent was removed under reduced pressure

Sources & evidence

ORD record: ord-4dbbd3bffc5b495cafee9d968bd8cd4a
Source dataset: uspto-grants-2012_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08327467B2

Reaction notes

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