Methyl iodide → 1,1-Dimethyl-4-oxopiperidin-1-ium iodide

HRID 2109270Notes

Reaction equation

HRID 2109270 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][C:5](=[O:8])[CH2:4][CH2:3]1.[CH3:9][I:10]>CC(C)=O>[I-:10].[CH3:1][N+:2]1([CH3:9])[CH2:7][CH2:6][C:5](=[O:8])[CH2:4][CH2:3]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 740491-Methyl-4-piperidone

Product 1

HCID 111494971,1-Dimethyl-4-oxopiperidin-1-ium iodideYield 93.9%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
0 °C

Procedure

To 45.0 g (398 mmol) of 1-methyl-piperid-4-one in 500 mL of acetone was added dropwise 60.0 g (423 mmol) of MeI over 1 h. The mixture was stirred for 3 h, cooled to 0° C., and filtered. The solids were washed with cold acetone, and dried to provide 1,1-dimethyl-4-oxo-piperidinium iodide as a pale yellow solid (95.3 g).

Workup

  1. filtrationfiltered
  2. washThe solids were washed with cold acetone
  3. customdried

Sources & evidence

ORD record
ord-89dd5584201748ecb981a91ebaf6732f
Source dataset
uspto-grants-2009_04
Patent number
US07514458B2

Reaction notes

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