HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Fluoro-2-nitrobenzene → 3,3-Dimethyl-1-(2-nitrophenyl)-2,3-dihydro-1H-indole
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Fluoro-2-nitrobenzene | HCID 73895 | — |
| Reactant | 3,3-Dimethylindoline | HCID 11804912 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3,3-Dimethyl-1-(2-nitrophenyl)-2,3-dihydro-1H-indole | HCID 59337711 | 95% |
Reaction Conditions
| Temperature | 175 °C |
|---|
Reaction Steps
To 2c (317 mg, 2.12 mmol) was added 1-fluoro-2-nitrobenzene (200 mg, 1.42 mmol). The reaction mixture was stirred at 175° C. for 8 h. The reaction mixture was diluted with CH2Cl2 and washed with 1N HCl and dried over Na2SO4. The solvent was evaporated under reduced pressure and purified by column chromatography using 0 to 10% EtOAc in hexane over 30 min as eluting solvent to afford 2d (360 mg, 95%) as an oil. MS (ES) m/z 269 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07728008B2 |
| Source dataset | uspto-grants-2010_06 |
| ORD ID | ord-c8b49cfec5fa471483c52646642798ca |
| Source note | uspto-grants-2010_06 |