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

HRID 20303

Reaction equation

HRID 20303 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 84.9%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 1-ethyl-4-oxopiperidine (25 g, 0.197 mol) in acetone (250 ml) at RT in a water bath was added methyl iodide (15.5 ml, 0.25 mol) at such a rate to keep the temperature below 30° C. The mixture was filtered and the precipitate washed with acetone and dried to yield 1-ethyl-1-methyl-4-oxopiperidinium iodide (45 g) (LC/MS: Rt 0.38, [M+H]+ 143).

Workup

  1. customthe temperature below 30° C
  2. filtrationThe mixture was filtered
  3. washthe precipitate washed with acetone
  4. customdried

Sources & evidence

ORD record
ord-ae618f52af61445c9898a909d30788df
Source dataset
uspto-grants-2010_06
Patent number
US07745638B2

Linked notes

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