Benzaldehyde → 1-Benzylidene-piperidinium chloride

HRID 9017Notes

Reaction equation

[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH:7](=O)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.C([Cl:18])(=O)C>>[Cl-:18].[CH:7](=[N+:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)[C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

Reactant 3

HCID 240Benzaldehyde

HCID 6367Acetyl chloride

HCID 8082Piperidine

Product 1

HCID 118306791-Benzylidene-piperidinium chloride

Procedure

The reaction of 19.8 ml (0.200 mol) piperidine and 10.1 ml (0.100 mol) benzaldehyde in accordance with general synthesis instructions 2 and subsequent reaction with 6.0 ml (0.100 mol) acetyl chloride in accordance with general synthesis instructions 3 gave 11.7 g (corresponding to 56% of the yield calculated by theory) 1-benzylidene-piperidinium chloride.

Workup

customwith general synthesis instructions 3

Sources & evidence

ORD record: ord-8cd12f4f88eb41cca40a2f9a02861d75
Source dataset: uspto-grants-2006_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07091220B2

Reaction notes

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