Trifluoroacetic acid → HCID 58508927, compound

HRID 454585Notes

Reaction equation

HRID 454585 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

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 7520ThioanisoleHCID 66990487Tert-butyl 2-(2-(benzyloxy)-5-(furan-3-yl)benzamido)-4-phenylbenzoate

Product 1

HCID 58508927HCID 58508927, compoundYield 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.

Workup

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

Sources & evidence

ORD record
ord-c87ee418faeb4dcdbb26b40ec858a026
Source dataset
uspto-grants-2013_07
Patent number
US08492582B2

Reaction notes

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