HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → 4-(N-piperidinomethylcarbonyl-N-methyl-amino)-nitrobenzene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-bromo-N-methyl-N-(4-nitrophenyl)acetamide | HCID 22668375 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-(N-piperidinomethylcarbonyl-N-methyl-amino)-nitrobenzene | HCID 23507103 | 105% |
Reaction Steps
A solution of 2.82 g (10.3 mmol) of 2-Bromo-N-methyl-N-(4-nitrophenyl)-acetamide and 2.08 g (20.6 mmol) of Et3N in 30 mL of CH2Cl2 at 0° C. under N2 is treated with 0.875 g (10.3 mmol) of piperidine for 5 min at 0° C. and refluxed for 1.25 h. The cooled reaction mixture is washed with H2O, treated with Darco, dried (MgSO4) and evaporated to give 3.00 g (100%) of brown oil. 1H NMR (DMSO-d6) δ 8.25 (d, 2H, J=6.9 Hz), 7.63 (d, 2H, J=6.9 Hz), 3.30 (s, 3H), 3.09 (s, 2H), 2.25 (s, 4H), 1.31 (m, 6H); MS (ESI) m/z 278.0 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07713994B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-1acc86bd8e3f4c02a3fd63e0c6b8860e |
| Source note | uspto-grants-2010_05 |