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

HRID 9022

Reaction equation

HRID 9022 reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:7][O:8][C:9]1[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=1[CH:11]=O.C([Cl:20])(=O)C>>[Cl-:20].[CH3:7][O:8][C:9]1[CH:16]=[CH:15][CH:14]=[CH:13][C:10]=1[CH:11]=[N+:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 8082PiperidineHCID 86582-Methoxybenzaldehyde

Product 1

HCID 179122761-(2-Methoxy-benzylidene)-piperidinium chloride

Procedure

The reaction of 18.4 g (0.216 mol) piperidine and 25.9 g (0.090 mol) 2-methoxybenzaldehyde in accordance with general synthesis instructions 2 and subsequent reaction with 5.3 ml (0.11 mol) acetyl chloride in accordance with general synthesis instructions 3 gave 13.4 g (corresponding to 62% of the yield calculated by theory) 1-(2-methoxy-benzylidene)-piperidinium chloride.

Workup

  1. customwith general synthesis instructions 3

Sources & evidence

ORD record
ord-3923885ef3ec4944b51d1b78a332735f
Source dataset
uspto-grants-2006_08
Patent number
US07091220B2

Linked notes

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