Acetyl chloride → 4-(2,3-Dimethoxy-benzylidene)-morpholin-4-ium chloride

HRID 1796927Notes

Reaction equation

HRID 1796927 reaction equation
[NH:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.[CH3:7][O:8][C:9]1[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:10]=1[CH:11]=O.C([Cl:22])(=O)C>>[Cl-:22].[CH3:7][O:8][C:9]1[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:10]=1[CH:11]=[N+:1]1[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1

Participants

4

Reactant 3

HCID 6367Acetyl chlorideHCID 8083MorpholineHCID 665812,3-Dimethoxybenzaldehyde

Product 1

HCID 221747594-(2,3-Dimethoxy-benzylidene)-morpholin-4-ium chloride

Procedure

The reaction of 7.3 ml (0.084 mol) morpholine and 5.8 g (0.035 mol) 2,3-dimethoxybenzaldehyde 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 5.6 g (corresponding to 59% of the yield calculated by theory) 4-(2,3-dimethoxy-benzylidene)-morpholin-4-ium chloride

Workup

  1. customwith general synthesis instructions 3

Sources & evidence

ORD record
ord-f4d9ff6b2d1043ae94f3f4eb2dd82422
Source dataset
uspto-grants-2006_04
Patent number
US07034018B2

Reaction notes

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