HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → (6-Cyano-2-oxo-2,3-dihydrobenzimidazol-1-yl)phenylacetic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | tert-Butyl 3-(tert-butoxycarbonylphenylmethyl)-5-cyano-2-oxo-2,3-dihydro-benzimidazole-1-carboxylate | HCID 66755109 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | (6-Cyano-2-oxo-2,3-dihydrobenzimidazol-1-yl)phenylacetic acid | HCID 24900960 | — |
Reaction Steps
tert-Butyl 3-(tert-butoxycarbonylphenylmethyl)-5-cyano-2-oxo-2,3-dihydrobenzimidazole-1-carboxylate 695 mg (1.55 mmol) of tert-butyl 3-(tert-butoxycarbonylphenylmethyl)-5-cyano-2-oxo-2,3-dihydrobenzimidazole-1-carboxylate (VIIc) were dissolved in dichloromethane (30 ml) and, while stirring at room temperature, trifluoroacetic acid (20 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: 449 mg (99%) of white solid
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08791148B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-c8e0a6c536a647329054f8aebac43f13 |
| Source note | uspto-grants-2014_07 |