Trifluoroacetic acid → HCID 57879509, compound

HRID 1673381Notes

Reaction equation

FC(F)(F)C(O)=O.[C:8]([NH:16][C:17]1[CH:29]=[C:28]([CH2:30][CH2:31][CH2:32][C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH:27]=[CH:26][C:18]=1[C:19]([O:21]C(C)(C)C)=[O:20])(=[O:15])[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1>>[C:8]([NH:16][C:17]1[CH:29]=[C:28]([CH2:30][CH2:31][CH2:32][C:33]2[CH:34]=[CH:35][CH:36]=[CH:37][CH:38]=2)[CH:27]=[CH:26][C:18]=1[C:19]([OH:21])=[O:20])(=[O:15])[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 67343836Tert-butyl 2-(benzamido)-4-(3-phenylpropyl)benzoate

Product 1

HCID 57879509HCID 57879509, compoundYield 48.2%

Procedure

4.8 mL of trifluoroacetic acid solution containing 0.48 g of tert-butyl 2-(benzamido)-4-(3-phenylpropyl)benzoate was stirred at room temperature for 2 hours. The solvent was evaporated under reduced pressure, and the obtained residue was purified with silica gel column chromatography [eluent; hexane; ethyl acetate=1:1] to obtain 0.20 g of 2-(benzamido)-4-(3-phenylpropyl)benzoic acid as white solid.

Workup

customThe solvent was evaporated under reduced pressure
customthe obtained residue was purified with silica gel column chromatography [eluent; hexane; ethyl acetate=1:1]

Sources & evidence

ORD record: ord-5752a4638f284d3d8e0eb171195e2f1a
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07999132B2

Reaction notes

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