Trifluoroacetic acid → 2-(5-(Furan-3-yl)-2-hydroxybenzamido)-4-phenylbenzoic acid

Reaction equation

C1(SC)C=CC=CC=1.FC(F)(F)C(O)=O.C([O:23][C:24]1[CH:51]=[CH:50][C:49]([C:52]2[CH:56]=[CH:55][O:54][CH:53]=2)=[CH:48][C:25]=1[C:26]([NH:28][C:29]1[CH:41]=[C:40]([C:42]2[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=2)[CH:39]=[CH:38][C:30]=1[C:31]([O:33]C(C)(C)C)=[O:32])=[O:27])C1C=CC=CC=1>>[O:54]1[CH:55]=[CH:56][C:52]([C:49]2[CH:50]=[CH:51][C:24]([OH:23])=[C:25]([CH:48]=2)[C:26]([NH:28][C:29]2[CH:41]=[C:40]([C:42]3[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=3)[CH:39]=[CH:38][C:30]=2[C:31]([OH:33])=[O:32])=[O:27])=[CH:53]1

Participants

Reactant 3

HCID 6422Trifluoroacetic acid

HCID 7520Thioanisole

HCID 66990487Tert-butyl 2-(2-(benzyloxy)-5-(furan-3-yl)benzamido)-4-phenylbenzoate

Product 1

HCID 585089272-(5-(Furan-3-yl)-2-hydroxybenzamido)-4-phenylbenzoic acidYield 19.5%

Procedure

Thioanisole (1.6 mL) and trifluoroacetic acid (5.2 mL) were added to tert-butyl 2-(2-(benzyloxy)-5-(furan-3-yl)benzamido)-4-phenylbenzoate (0.14 g), followed by stirring at room temperature for 4 hours. The solvent was evaporated under reduced pressure, and dioxane was added to the residue. The solvent was evaporated under reduced pressure, and ethyl acetate was added to the residue. The solid substance was collected by filtration to obtain 0.020 g of 2-(5-(furan-3-yl)-2-hydroxybenzamido)-4-phenylbenzoic acid as a white solid.