HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → N-Methyl-4-phenylpiperidine-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | Methylamine hydrochloride | HCID 6364545 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-Methyl-4-phenylpiperidine-4-carboxamide | HCID 22741819 | — |
Reaction Steps
1.98 g of triethylamine are added to a solution of 1.5 g of the compound obtained in the preceding stage in 5 ml of DCM and 5 ml of DMF, followed by 0.49 g of methylamine hydrochloride. The mixture is cooled on an ice bath, 2.39 g of BOP are added and the mixture is kept stirring for 24 hours while allowing the temperature to rise to RT. The reaction mixture is concentrated under vacuum, the residue extracted with ether, washed with water, with a buffer solution pH=2, with water, with a 10% solution of NaOH, with water, with a saturated solution of NaCl, dried over MgSO4 and evaporated under vacuum. 1.4 g of the expected product are obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05741910 |
| Source dataset | uspto-grants-1998_04 |
| ORD ID | ord-abd2531e7a5e4e039bd1d01f426526da |
| Source note | uspto-grants-1998_04 |