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

Reaction equation

[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:6][O:7][C:8]1[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=1[CH:10]=O.C([Cl:19])(=O)C>>[Cl-:19].[CH3:6][O:7][C:8]1[CH:15]=[CH:14][CH:13]=[CH:12][C:9]=1[CH:10]=[N+:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

Reactant 3

HCID 6367Acetyl chloride

HCID 86582-Methoxybenzaldehyde

HCID 31268Pyrrolidine

Product 1

HCID 179122531-(2-Methoxy-benzylidene)pyrrolidinium chloride

Procedure

The reaction of 6.9 ml (0.084 mol) pyrrolidine and 4.8 g (0.035 mol) 2-methoxybenzaldehyde in accordance with general synthesis instructions 2 and subsequent reaction with 2.1 ml (0.035 mol) acetyl chloride in accordance with general synthesis instructions 3 gave 6.2 g (corresponding to 78% of the yield calculated by theory) 1-(2-methoxy-benzylidene)-pyrrolidinium chloride.