HuagongsheHuagongshe Chemistry Print Report · For research reference only
Trifluoroacetic acid → 6-ethoxy-2-(4-nitro-phenyl)-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 6-Ethoxy-2-(4-nitro-phenyl)-indole-1-carboxylic acid tert-butyl ester | HCID 59030423 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 6-ethoxy-2-(4-nitro-phenyl)-1H-indole | HCID 59030425 | 75.2% |
Reaction Steps
To a solution of 6-ethoxy-2-(4-nitro-phenyl)-indole-1-carboxylic acid tert-butyl ester (8.1 g, 21.2 mmol) in CH2Cl2 (8 mL) was added TFA (8 mL). This mixture was stirred at room temperature for 2 h and concentrated. The residue was diluted in EtOAc and washed with sat.aq. NaHCO3. The organic layer was concentrated and purified by silica gel chromatography (7:3 CH2Cl2/hexane, followed by 100% CH2Cl2) to provide 6-ethoxy-2-(4-nitro-phenyl)-1H-indole (4.5 g, 68%) as an orange-red solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07772271B2 |
| Source dataset | uspto-grants-2010_08 |
| ORD ID | ord-bd8e7a3384764d07bec79146054ba744 |
| Source note | uspto-grants-2010_08 |