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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2958Generated: October 25, 2026

1-(2-Chloroethyl)piperidine → 1-Piperidinebutyronitrile

https://huagongshe.com/reaction/2958

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-(2-Chloroethyl)piperidineHCID 74827—
Reactant(o-Chlorophenyl)acetonitrileHCID 76112—
SolventDimethyl SulfoxideHCID 679—
Product1-PiperidinebutyronitrileHCID 78403—

Reaction Steps

A process for the preparation of a compound of the formula ##STR25## which comprises (a) reacting 2-chlorobenzeneacetonitrile with 1-(2-chloroethyl)piperidine in the presence of a base and DMSO to produce a piperidinebutanenitrile of the formula ##STR26## (b) alkylating the resulting piperidinebenzene-butanenitrile with an alkylating agent in the presence of a base and DMSO to produce a piperidinebutanenitrile of the formula ##STR27## (c) hydrolyzing the resulting piperidine-butanenitrile in toluene with hydrochloric acid to produce a compound of the formula ##STR28## (d) reacting the resulting compound with isopropylamine in a solvent to form an imine of the formula ##STR29## (e) reducing the imine with sodium borohydride in ethanol to form an amine of the formula ##STR30## (f) acetylating the resulting amine with acetic anhydride in a solvent to produce an acetylated amine of the formula ##STR31## (g) hydrolyzing the acetylated amine with sulfuric acid to produce ##STR32## (h) recovering the compound so produced.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05731435
Source datasetuspto-grants-1998_03
ORD IDord-8a0d3c88ef6d4534849af2d89a1f5da0
Source noteuspto-grants-1998_03