HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dipropylamine → N-(Piperidin-2-ylmethyl)-N-propylpropan-1-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dipropylamine | HCID 8902 | — |
| Reactant | 2-(Chloromethyl)piperidine hydrochloride | HCID 22156758 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N-(Piperidin-2-ylmethyl)-N-propylpropan-1-amine | HCID 10798040 | — |
Reaction Steps
A mixture of 170.1 g (1.0 mole) of 2-(chloromethyl)piperidine hydrochloride (M. Rink and H. G. Liem, Arch. Pharm. 292, 165-169 (1959)), 506 g (5.0 mole) of dipropylamine and 1.7 1 of dichloromethane were boiled under reflux for 3 hours, then evaporated in vacuo, and the residue was made alkaline with potassium hydroxide solution with external ice cooling. Exhaustive extraction with t-butyl methyl ether was carried out, and the combined extracts were washed twice with 100 ml of water each time, dried over sodium sulphate, and the solvent was removed by distillation in vacuo. The residue was fractionally distilled under water pump vacuum. Colourless oil of boiling point 108-114° C. (12 mm Hg ). Yield: 108.6 g (55% of theory).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US04971966 |
| Source dataset | uspto-grants-1990_11 |
| ORD ID | ord-08459017514b478dba3daa5a6216b4d9 |
| Source note | uspto-grants-1990_11 |