Tert-butyl 2-(4-fluoroanilino)-4-(4-hydroxyphenyl)benzoate → HCID 57667951, compound

HRID 2191659Notes

Reaction equation

HRID 2191659 reaction equation
[F:1][C:2]1[CH:28]=[CH:27][C:5]([NH:6][C:7]2[CH:19]=[C:18]([C:20]3[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=3)[CH:17]=[CH:16][C:8]=2[C:9]([O:11]C(C)(C)C)=[O:10])=[CH:4][CH:3]=1>FC(F)(F)C(O)=O>[F:1][C:2]1[CH:28]=[CH:27][C:5]([NH:6][C:7]2[CH:19]=[C:18]([C:20]3[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=3)[CH:17]=[CH:16][C:8]=2[C:9]([OH:11])=[O:10])=[CH:4][CH:3]=1

Participants

3

Reactant 1

HCID 68960256Tert-butyl 2-(4-fluoroanilino)-4-(4-hydroxyphenyl)benzoate

Product 1

HCID 57667951HCID 57667951, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Trifluoroacetic acid 10 mL was added to the obtained tert-butyl 2-(4-fluoroanilino)-4-(4-hydroxyphenyl)benzoate, and it was stirred at room temperature for 1 hour. The solvent was removed under reduced pressure, the obtained residue was refined by reversed-phase silica gel column chromatography [eluent; 55-90% acetonitrile/0.1% trifluoroacetic acid aqueous solution] to give 2-(4-fluoroanilino)-4-(4-hydroxyphenyl)benzoic acid 14 mg of pale yellow solid.

Workup

  1. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-82855ea364a64c1aa84fa84e27dae563
Source dataset
uspto-grants-2012_12
Patent number
US08327467B2

Reaction notes

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