HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → N-(alpha-methylcinnamoyl)-N-(1-benzyl-4-piperidinyl)aniline
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | N-Phenyl-1-(phenylmethyl)-4-piperidinamine | HCID 70865 | — |
| Reactant | alpha-Methylcinnamoylchloride | HCID 230201 | — |
| Solvent | Diisopropyl Ether | HCID 7914 | — |
| Product | N-(alpha-methylcinnamoyl)-N-(1-benzyl-4-piperidinyl)aniline | HCID 54264746 | 90.2% |
Reaction Steps
To a mixture of N-(1-benzyl-4-piperidinyl)aniline (6.4 g), diisopropyl ether (70 ml) and triethylamine (4.8 ml) is added at 70° C. a solution of α-methylcinnamoyl chloride (4.9 g) in diisopropyl ether (10 ml). After stirring at the same temperature for 30 minutes, water is added to the reaction solution and the mixture is extracted with ethyl acetate. The extract is concentrated by distilling off the solvent and to the resulting residue is added diethyl ether and the formed crystals are separated by filtration to give N-(α-methylcinnamoyl)-N-(1-benzyl-4-piperidinyl)aniline (8.9 g), m.p. 150°-152° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05225402 |
| Source dataset | uspto-grants-1993_07 |
| ORD ID | ord-4d9f6a71c1634e9e84c3e79c2f9ee452 |
| Source note | uspto-grants-1993_07 |