Trifluoroacetic acid → HCID 58508569, compound

HRID 454542Notes

Reaction equation

HRID 454542 reaction equation
FC(F)(F)C(O)=O.[OH:8][C:9]1[C:10]([C:19]([NH:21][C:22]2[CH:34]=[C:33]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[CH:32]=[CH:31][C:23]=2[C:24]([O:26]C(C)(C)C)=[O:25])=[O:20])=[CH:11][C:12]2[O:17][CH2:16][CH2:15][O:14][C:13]=2[CH:18]=1>C(Cl)Cl>[OH:8][C:9]1[C:10]([C:19]([NH:21][C:22]2[CH:34]=[C:33]([C:35]3[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=3)[CH:32]=[CH:31][C:23]=2[C:24]([OH:26])=[O:25])=[O:20])=[CH:11][C:12]2[O:17][CH2:16][CH2:15][O:14][C:13]=2[CH:18]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58508892HCID 58508892, compound

Product 1

HCID 58508569HCID 58508569, compoundYield 92.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A trifluoroacetic acid (4 mL) solution of the obtained tert-butyl 2-(7-hydroxy-2,3-dihydrobenzo[1,4]dioxine-6-carboxamido)-4-phenylbenzoate (0.37 g) was stirred at room temperature for 15 minutes. Methylene chloride (10 mL) was added to the reaction mixture, followed by stirring at room temperature for 1 hour and 15 minutes. The solvent was evaporated under reduced pressure, and ethyl acetate was added to the obtained residue. The solid substance was collected by filtration to obtain 0.30 g of 2-(7-hydroxy-2,3-dihydrobenzo[1,4]dioxine-6-carboxamido)-4-phenylbenzoic acid as a white solid.

Workup

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

Sources & evidence

ORD record
ord-7df925afe1f84a35baa97e1ffac27573
Source dataset
uspto-grants-2013_07
Patent number
US08492582B2

Reaction notes

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