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

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

Reactant 3

HCID 6367Acetyl chloride

HCID 107222-Methylbenzaldehyde

HCID 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.