HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 1-(2-Nitrophenyl)piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | 1-Fluoro-2-nitrobenzene | HCID 73895 | — |
| Solvent | Water | HCID 962 | — |
| Product | 1-(2-Nitrophenyl)piperidine | HCID 225457 | 98.8% |
Reaction Steps
Piperidine (338 μl, 3.41 mmol, commercially available product) was added at room temperature to an N,N-dimethylformamide (DMF; 0.5 ml) solution of 2-fluoro-1-nitrobenzene (219 mg, 1.55 mmol, commercially available product). The resulting mixture was stirred for two hours. Water was added to the mixture, and the resulting mixture was extracted three times with ethyl acetate. The obtained organic layer was washed with a saturated sodium chloride solution, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (20 g, hexane/ethyl acetate=20/1). Thus, 1-(2-nitrophenyl)piperidine (315 mg, 98.8%) was yielded as a colorless oily material.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07569536B2 |
| Source dataset | uspto-grants-2009_08 |
| ORD ID | ord-e5c5d98e9dd9490b8b3441eee1207609 |
| Source note | uspto-grants-2009_08 |