Dimethylamine → (2-Methyl-benzylidene)-dimethylammonium chloride

HRID 9012

Reaction equation

HRID 9012 reaction equation
[CH3:1][NH:2][CH3:3].[CH3:4][C:5]1[CH:12]=[CH:11][CH:10]=[CH:9][C:6]=1[CH:7]=O.C([Cl:16])(=O)C>>[Cl-:16].[CH3:1][N+:2]([CH3:3])=[CH:7][C:6]1[CH:9]=[CH:10][CH:11]=[CH:12][C:5]=1[CH3:4]

Participants

4

Reactant 3

HCID 674DimethylamineHCID 6367Acetyl chlorideHCID 107222-Methylbenzaldehyde

Product 1

HCID 21985341(2-Methyl-benzylidene)-dimethylammonium chloride

Procedure

The reaction of 14.0 ml (0.108 mol) dimethylamine solution and 4.6 ml (0.040 mol) 2-methylbenzaldehyde in accordance with general synthesis instructions 1 and subsequent reaction with 2.4 ml (0.040 mol) acetyl chloride in accordance with general synthesis instructions 3 gave 5.3 g (corresponding to 73% of the yield calculated by theory) dimethyl-(2-methyl-benzylidene)-ammonium chloride.

Workup

  1. customwith general synthesis instructions 3

Sources & evidence

ORD record
ord-9d6a01b849784a7f99927f8025b4abe7
Source dataset
uspto-grants-2006_08
Patent number
US07091220B2

Linked notes

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