Tert-butyl 2-(2,3-dimethylbenzamido)-4-(4-(tert-butoxycarbonyl)oxyphenyl)benzoate → 2-(2,3-Dimethylbenzamido)-4-(4-hydroxyphenyl)benzoic acid

HRID 1673442Notes

Reaction equation

HRID 1673442 reaction equation
[CH3:1][C:2]1[C:37]([CH3:38])=[CH:36][CH:35]=[CH:34][C:3]=1[C:4]([NH:6][C:7]1[CH:19]=[C:18]([C:20]2[CH:25]=[CH:24][C:23]([O:26]C(OC(C)(C)C)=O)=[CH:22][CH:21]=2)[CH:17]=[CH:16][C:8]=1[C:9]([O:11]C(C)(C)C)=[O:10])=[O:5]>FC(F)(F)C(O)=O>[CH3:1][C:2]1[C:37]([CH3:38])=[CH:36][CH:35]=[CH:34][C:3]=1[C:4]([NH:6][C:7]1[CH:19]=[C:18]([C:20]2[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][CH:21]=2)[CH:17]=[CH:16][C:8]=1[C:9]([OH:11])=[O:10])=[O:5]

Participants

3

Reactant 1

HCID 67342726Tert-butyl 2-(2,3-dimethylbenzamido)-4-(4-(tert-butoxycarbonyl)oxyphenyl)benzoate

Product 1

HCID 578794792-(2,3-Dimethylbenzamido)-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-(2,3-dimethylbenzamido)-4-(4-(tert-butoxycarbonyl)oxyphenyl)benzoate and stirred ah room temperature for 2 hours. The solvent was evaporated under reduced pressure and ethyl acetate was added to the obtained residue and a solid substance was separated by filtration to obtain 20 mg of 2-(2,3-dimethylbenzamido)-4-(4-hydroxyphenyl)benzoic acid as white solid.

Workup

  1. customThe solvent was evaporated under reduced pressure and ethyl acetate
  2. additionwas added to the obtained residue
  3. customa solid substance was separated by filtration

Sources & evidence

ORD record
ord-a30d5ffaa6034487adc5abfb425a26eb
Source dataset
uspto-grants-2011_08
Patent number
US07999132B2

Reaction notes

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