Trifluoroacetic acid → (2-Oxo-2,3-dihydrobenzimidazol-1-yl)phenylacetic acid

HRID 1631947Notes

Reaction equation

HRID 1631947 reaction equation
[O:1]=[C:2]1[N:6]([CH2:7][C:8]([O:10]C(C)(C)C)=[O:9])[C:5]2[CH:15]=[CH:16][CH:17]=[CH:18][C:4]=2[NH:3]1.F[C:20](F)(F)[C:21](O)=O>ClCCl>[O:1]=[C:2]1[N:6]([CH:7]([C:21]2[CH:20]=[CH:15][CH:5]=[CH:4][CH:18]=2)[C:8]([OH:10])=[O:9])[C:5]2[CH:15]=[CH:16][CH:17]=[CH:18][C:4]=2[NH:3]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 20814117Tert-butyl (2-oxo-2,3-dihydrobenzimidazol-1-yl)acetate

Product 1

HCID 66754578(2-Oxo-2,3-dihydrobenzimidazol-1-yl)phenylacetic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.00 g (3.08 mmol) of tert-butyl (2-oxo-2,3-dihydrobenzimidazol-1-yl)acetate (XId) was dissolved in dichloromethane (10 ml) and, while stirring at room temperature, trifluoroacetic acid (6 ml) was added. The reaction solution was stirred for 2 h and then the solvent and excess trifluoroacetic acid were removed in vacuo. The residue was taken up again in toluene, concentrated in vacuo and then dried in vacuo. Yield: 827 mg (100%) of white solid

Workup

  1. stirringThe reaction solution was stirred for 2 h
  2. customthe solvent and excess trifluoroacetic acid were removed in vacuo
  3. concentrationconcentrated in vacuo
  4. customdried in vacuo

Sources & evidence

ORD record
ord-95ed21df577341dbb3fd6e46e23616d7
Source dataset
uspto-grants-2014_07
Patent number
US08791148B2

Reaction notes

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