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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1073765Generated: November 1, 2026

Dipropylamine → N-(Piperidin-2-ylmethyl)-N-propylpropan-1-amine

https://huagongshe.com/reaction/1073765

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDipropylamineHCID 8902—
Reactant2-(Chloromethyl)piperidine hydrochlorideHCID 22156758—
SolventDichloromethaneHCID 6344—
ProductN-(Piperidin-2-ylmethyl)-N-propylpropan-1-amineHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04971966
Source datasetuspto-grants-1990_11
ORD IDord-08459017514b478dba3daa5a6216b4d9
Source noteuspto-grants-1990_11