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

HRID 454634
Notes
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Reaction equation

HRID 454634 reaction equation
FC(F)(F)C(O)=O.[OH:8][C:9]1[CH:36]=[CH:35][C:34]([O:37][C:38]2[CH:43]=[CH:42][CH:41]=[CH:40][CH:39]=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]>>[OH:8][C:9]1[CH:36]=[CH:35][C:34]([O:37][C:38]2[CH:39]=[CH:40][CH:41]=[CH:42][CH:43]=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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58508591Tert-butyl 2-(2-hydroxy-5-phenoxybenzamido)-4-phenylbenzoate

Product 1

HCID 585084852-(2-Hydroxy-5-phenoxybenzamido)-4-phenylbenzoic acidYield 79.9%

Procedure

Trifluoroacetic acid (2.0 mL) was added to the obtained tert-butyl 2-(2-hydroxy-5-phenoxybenzamido)-4-phenylbenzoate (0.017 g), followed by stirring at room temperature for 3 hours. The solvent was evaporated under reduced pressure, and diisopropyl ether was added to the obtained residue. The solid substance was collected by filtration to obtain 0.012 g of 2-(2-hydroxy-5-phenoxybenzamido)-4-phenylbenzoic acid as a white solid.

Workup

  1. customThe solvent was evaporated under reduced pressure, and diisopropyl ether
  • additionwas added to the obtained residue
  • filtrationThe solid substance was collected by filtration
  • Sources & evidence

    ORD record
    ord-3631125f08f947459c4b05d82522b893
    Source dataset
    uspto-grants-2013_07
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US08492582B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes