Acetyl chloride → 1-(2-Chloro-benzylidene)-piperidinium chloride

HRID 9003

Reaction equation

HRID 9003 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl:7][C:8]1[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=1[CH:10]=O.C(Cl)(=O)C>>[Cl-:7].[Cl:7][C:8]1[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=1[CH:10]=[N+:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 69962-ChlorobenzaldehydeHCID 8082Piperidine

Product 1

HCID 179587471-(2-Chloro-benzylidene)-piperidinium chloride

Procedure

The reaction of 8.5 g (0.100 mol) piperidine and 7.0 g (0.050 mol) 2-chlorobenzaldehyde in accordance with general synthesis instructions 2 and subsequent reaction with 3.9 g (0.050 mol) acetyl chloride in accordance with general synthesis instructions 3 gave 7.1 g (corresponding to 58% of the yield calculated by theory) 1-(2-chloro-benzylidene)-piperidinium chloride.

Workup

  1. customwith general synthesis instructions 3

Sources & evidence

ORD record
ord-b6f01e61c48544b0ba58cf7e12990b46
Source dataset
uspto-grants-2006_08
Patent number
US07091220B2

Linked notes

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