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Tert-butyl 2-(3,5-dichlorobenzamido)-4-phenethylbenzoate → 2-(3,5-Dichlorobenzamido)-4-phenethylbenzoic acid

HRID 1673521
Notes
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Reaction equation

HRID 1673521 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:29]=[C:30]([Cl:32])[CH:31]=1)[C:5]([NH:7][C:8]1[CH:20]=[C:19]([CH2:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:18]=[CH:17][C:9]=1[C:10]([O:12]C(C)(C)C)=[O:11])=[O:6]>FC(F)(F)C(O)=O>[Cl:1][C:2]1[CH:3]=[C:4]([CH:29]=[C:30]([Cl:32])[CH:31]=1)[C:5]([NH:7][C:8]1[CH:20]=[C:19]([CH2:21][CH2:22][C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[CH:18]=[CH:17][C:9]=1[C:10]([OH:12])=[O:11])=[O:6]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 67342900Tert-butyl 2-(3,5-dichlorobenzamido)-4-phenethylbenzoate

Product 1

HCID 578793712-(3,5-Dichlorobenzamido)-4-phenethylbenzoic acid

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

10 mL of trifluoroacetic acid was added to the obtained tert-butyl 2-(3,5-dichlorobenzamido)-4-phenethylbenzoate and stirred ad room temperature for 2 hours. The solvent was evaporated under reduced pressure and diisopropyl ether was added to the obtained residue and a solid substance was separated by filtration to obtain 62 mg of 2-(3,5-dichlorobenzamido)-4-phenethylbenzoic acid as white solid.

Workup

  1. custom
The solvent was evaporated under reduced pressure and diisopropyl ether
  • additionwas added to the obtained residue
  • customa solid substance was separated by filtration
  • Sources & evidence

    ORD record
    ord-5d20bbaa6fc0414cb1d4f043dab69282
    Source dataset
    uspto-grants-2011_08
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US07999132B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes