Trifluoroacetic acid → 2-(2-Hydroxy-5-phenylbenzamido)-4-phenylbenzoic acid

HRID 454581Notes

Reaction equation

HRID 454581 reaction equation
FC(F)(F)C(O)=O.[OH:8][C:9]1[CH:36]=[CH:35][C:34]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)=[CH:33][C:10]=1[C:11]([NH:13][C:14]1[CH:26]=[C:25]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:24]=[CH:23][C:15]=1[C:16]([O:18]C(C)(C)C)=[O:17])=[O:12]>C(Cl)Cl>[OH:8][C:9]1[CH:36]=[CH:35][C:34]([C:37]2[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=2)=[CH:33][C:10]=1[C:11]([NH:13][C:14]1[CH:26]=[C:25]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:24]=[CH:23][C:15]=1[C:16]([OH:18])=[O:17])=[O:12]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58508748Tert-butyl 2-(2-hydroxy-5-phenylbenzamido)-4-phenylbenzoate

Product 1

HCID 468536212-(2-Hydroxy-5-phenylbenzamido)-4-phenylbenzoic acidYield 96.3%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (1 mL) was added to a methylene chloride (3 mL) solution of the obtained tert-butyl 2-(2-hydroxy-5-phenylbenzamido)-4-phenylbenzoate (0.085 g), followed by stirring at room temperature for 17 hours. The solvent was evaporated under reduced pressure, and ethyl acetate was added to the residue. The solid substance was collected by filtration to obtain 0.072 g of 2-(2-hydroxy-5-phenylbenzamido)-4-phenylbenzoic acid as a white solid.

Workup

  1. customThe solvent was evaporated under reduced pressure, and ethyl acetate
  2. additionwas added to the residue
  3. filtrationThe solid substance was collected by filtration

Sources & evidence

ORD record
ord-5ea47a02dab145319251d3c9841217d9
Source dataset
uspto-grants-2013_07
Patent number
US08492582B2

Reaction notes

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