Tert-butyl 2-(benzamido)-4-(4-hydroxyphenyl)benzoate → 2-(Benzamido)-4-(4-hydroxyphenyl)benzoic acid

HRID 1673469Notes

Reaction equation

HRID 1673469 reaction equation
[C:1]([NH:9][C:10]1[CH:22]=[C:21]([C:23]2[CH:28]=[CH:27][C:26]([OH:29])=[CH:25][CH:24]=2)[CH:20]=[CH:19][C:11]=1[C:12]([O:14]C(C)(C)C)=[O:13])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>FC(F)(F)C(O)=O>[C:1]([NH:9][C:10]1[CH:22]=[C:21]([C:23]2[CH:24]=[CH:25][C:26]([OH:29])=[CH:27][CH:28]=2)[CH:20]=[CH:19][C:11]=1[C:12]([OH:14])=[O:13])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 1

HCID 67343868Tert-butyl 2-(benzamido)-4-(4-hydroxyphenyl)benzoate

Product 1

HCID 578794212-(Benzamido)-4-(4-hydroxyphenyl)benzoic acid

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

10 mL of trifluoroacetic acid was added to the obtained tert-butyl 2-(benzamido)-4-(4-hydroxyphenyl)benzoate and stirred at room temperature for 1 hour. The solvent was evaporated under reduced pressure and the obtained residue was purified with reversed-phase silica gel column chromatography [eluent; 55-90% acetonitrile /0.1% trifluoroacetic acid aqueous solution] to obtain 1.9 mg of 2-(benzamido)-4-(4-hydroxyphenyl)benzoic acid as while solid.

Workup

  1. customThe solvent was evaporated under reduced pressure
  2. customthe obtained residue was purified with reversed-phase silica gel column chromatography [eluent; 55-90% acetonitrile /0.1% trifluoroacetic acid aqueous solution]

Sources & evidence

ORD record
ord-b70bf6a76eb14a9a80d64e36bc2157d4
Source dataset
uspto-grants-2011_08
Patent number
US07999132B2

Reaction notes

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