Methyl iodide → 1-Ethyl-1-methyl-4-oxopiperidin-1-ium iodide

HRID 1726121Notes

Reaction equation

HRID 1726121 reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][C:6](=[O:9])[CH2:5][CH2:4]1)[CH3:2].[CH3:10][I:11]>CC(C)=O>[I-:11].[CH2:1]([N+:3]1([CH3:10])[CH2:8][CH2:7][C:6](=[O:9])[CH2:5][CH2:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 771591-Ethylpiperidin-4-one

Product 1

HCID 110975681-Ethyl-1-methyl-4-oxopiperidin-1-ium iodideYield 78,875.703%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent2×

Procedure

To a solution of 1-ethyl-4-piperidone (21.0 g, 0.165 mol) in acetone (175 mL) cooled to 10° C. was added a solution of MeI (12.3 mL, 0.198 mmol) in acetone (15 mL) dropwise. The mixture was stirred at room temperature overnight and the precipitate was isolated by filtration, washed with acetone and dried in vacuo to give 1-ethyl-1-methyl-4-oxo-piperidinium iodide as a pale yellow solid (42.03 g, 95%).

Workup

  1. customthe precipitate was isolated by filtration
  2. washwashed with acetone
  3. customdried in vacuo

Sources & evidence

ORD record
ord-d433788f6e4e4178948a72bbc5ca9660
Source dataset
uspto-grants-2009_02
Patent number
US07491735B2

Reaction notes

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