Trifluoroacetic acid → HCID 58508858, compound

HRID 454707Notes

Reaction equation

FC(F)(F)C(O)=O.[O:8]1[CH:12]=[CH:11][CH:10]=[C:9]1[C:13]1[CH:25]=[CH:24][C:16]([C:17]([O:19]C(C)(C)C)=[O:18])=[C:15]([NH:26][C:27](=[O:41])[C:28]2[CH:33]=[C:32]([N:34]3[CH2:39][CH2:38][O:37][CH2:36][CH2:35]3)[CH:31]=[CH:30][C:29]=2[OH:40])[CH:14]=1>>[O:8]1[CH:12]=[CH:11][CH:10]=[C:9]1[C:13]1[CH:25]=[CH:24][C:16]([C:17]([OH:19])=[O:18])=[C:15]([NH:26][C:27](=[O:41])[C:28]2[CH:33]=[C:32]([N:34]3[CH2:39][CH2:38][O:37][CH2:36][CH2:35]3)[CH:31]=[CH:30][C:29]=2[OH:40])[CH:14]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 58508604HCID 58508604, compound

Product 1

HCID 58508858HCID 58508858, compoundYield 85.6%

Procedure

Trifluoroacetic acid (2.0 mL) was added to the obtained tert-butyl 4-(furan-2-yl)-2-(2-hydroxy-5-(morpholin-4-yl)benzamido)benzoate (0.085 g), followed by stirring at room temperature for 30 minutes. The solvent was evaporated under reduced pressure, and water and 2-propanol were added to the residue. After adjusting the pH to 6.0 with a saturated aqueous solution of sodium bicarbonate, the solid substance was collected by filtration to obtain 0.064 g of 4-(furan-2-yl)-2-(2-hydroxy-5-(morpholin-4-yl)benzamido)benzoic acid as a yellow solid.

Workup

customThe solvent was evaporated under reduced pressure, and water and 2-propanol
additionwere added to the residue
filtrationthe solid substance was collected by filtration

Sources & evidence

ORD record: ord-a30dc8f0f5204d2a8c2c9ad5ef7fcb31
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08492582B2

Reaction notes

Loading…