Trifluoroacetic acid → HCID 58508962, compound

HRID 454681Notes

Reaction equation

FC(F)(F)C(O)=O.[OH:8][C:9]1[CH:36]=[CH:35][C:34]([N:37]2[CH2:42][CH2:41][O:40][CH2:39][CH2:38]2)=[CH:33][C:10]=1[C:11]([NH:13][C:14]1[CH:26]=[C:25]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:24]=[CH:23][C:15]=1[C:16]([O:18]C(C)(C)C)=[O:17])=[O:12]>>[OH:8][C:9]1[CH:36]=[CH:35][C:34]([N:37]2[CH2:38][CH2:39][O:40][CH2:41][CH2:42]2)=[CH:33][C:10]=1[C:11]([NH:13][C:14]1[CH:26]=[C:25]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[CH:24]=[CH:23][C:15]=1[C:16]([OH:18])=[O:17])=[O:12]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 58508816HCID 58508816, compound

Product 1

HCID 58508962HCID 58508962, compoundYield 85.1%

Procedure

Trifluoroacetic acid (3 mL) was added to the obtained tert-butyl 2-(2-hydroxy-5-(morpholin-4-yl)benzamido)-4-phenylbenzoate (0.036 g), followed by stirring at room temperature for 3 hours. The solvent was evaporated under reduced pressure, and water and 2-propanol were added to the obtained 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 0.027 g of 2-(2-hydroxy-5-(morpholin-4-yl)benzamido)-4-phenylbenzoic acid as a yellow solid.

Workup

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

Sources & evidence

ORD record: ord-d426125501ff460092eefde1a534c527
Source dataset: uspto-grants-2013_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08492582B2

Reaction notes

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