Benzaldehyde → Methanaminium, N-methyl-N-(phenylmethylene)-, chloride

HRID 1796916Notes

Reaction equation

HRID 1796916 reaction equation
[CH3:1][NH:2][CH3:3].[CH:4](=O)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.C([Cl:15])(=O)C>>[Cl-:15].[CH:4](=[N+:2]([CH3:3])[CH3:1])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1

Participants

4

Reactant 3

HCID 240BenzaldehydeHCID 674DimethylamineHCID 6367Acetyl chloride

Product 1

HCID 11073839Methanaminium, N-methyl-N-(phenylmethylene)-, chloride

Procedure

The reaction of 32.0 ml (0.213 mol) dimethylamine solution and 8.0 ml (0.079 mol) benzaldehyde in accordance with general synthesis instructions 1 and subsequent reaction with 4.7 ml (0.079 mol) acetyl chloride in accordance with general synthesis instructions 3 gave 9.5 g (corresponding to 70.7% of the yield calculated by theory) benzylidene-dimethyl-ammonium chloride.

Workup

  1. customwith general synthesis instructions 3

Sources & evidence

ORD record
ord-30b209e1613a4905b5383c318e0211a4
Source dataset
uspto-grants-2006_04
Patent number
US07034018B2

Reaction notes

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