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

HRID 1270111Notes

Reaction equation

HRID 1270111 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-cf0a4b5522694b0aa1b8037a844126f6
Source dataset
uspto-grants-2007_04
Patent number
US07202242B2

Reaction notes

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