Acetyl chloride → 1-(2-Methyl-benzylidene)-pyrrolidinium chloride

HRID 9001

Reaction equation

HRID 9001 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:6][C:7]1[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=1[CH:9]=O.C([Cl:18])(=O)C>>[Cl-:18].[CH3:6][C:7]1[CH:14]=[CH:13][CH:12]=[CH:11][C:8]=1[CH:9]=[N+:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 107222-MethylbenzaldehydeHCID 31268Pyrrolidine

Product 1

HCID 179122801-(2-Methyl-benzylidene)-pyrrolidinium chloride

Procedure

The reaction of 8.2 ml (0.100 mol) pyrrolidine and 7.0 g (0.050 mol) 2-methylbenzaldehyde 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 6.6 g (corresponding to 63% of the yield calculated by theory) 1-(2-methyl-benzylidene)-pyrrolidinium chloride.

Workup

  1. customwith general synthesis instructions 3

Sources & evidence

ORD record
ord-d745609141254580931317ff1b8db479
Source dataset
uspto-grants-2006_08
Patent number
US07091220B2

Linked notes

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