Methyl iodide → HCID 86605588, compound

HRID 2245335Notes

Reaction equation

HRID 2245335 reaction equation
[CH2:1]([CH:5]1[C:10](=[O:11])[CH2:9][CH2:8][N:7]([CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:6]1)[CH2:2][CH2:3][CH3:4].[CH3:19][I:20]>CC(C)=O>[I-:20].[CH2:12]([N+:7]1([CH3:19])[CH2:8][CH2:9][C:10](=[O:11])[CH:5]([CH2:1][CH2:2][CH2:3][CH3:4])[CH2:6]1)[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 68684462HCID 68684462, compound

Product 1

HCID 86605588HCID 86605588, compoundYield 78.1%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of 3-butyl-1-benzyl-piperidine-4-one (9080 mg) in acetone (40 ml) was slowly added methyl iodide (6303 mg) at room temperature. The solution was stirred at room temperature for three hours. A white solid precipitated and was filtered off. The solid was washed four times with 50 ml of acetone and dried under reduced pressure. The filtrate was evaporated and the residue was stirred with ethyl acetate. The white solid was filtered, washed with ethyl acetate and dried under vacuum. The two solids were combined to yield 1-benzyl-3-butyl-1-methyl-4-oxo-piperidinium iodide as a white powder (11200 mg). MS (ESI): 204.2 (M−1−).

Workup

  1. customat room temperature
  2. customA white solid precipitated
  3. filtrationwas filtered off
  4. washThe solid was washed four times with 50 ml of acetone
  5. customdried under reduced pressure
  6. customThe filtrate was evaporated
  7. stirringthe residue was stirred with ethyl acetate
  8. filtrationThe white solid was filtered
  9. washwashed with ethyl acetate
  10. customdried under vacuum

Sources & evidence

ORD record
ord-9ecdefaca7004e2581c65c3c8f3f0cb6
Source dataset
uspto-grants-2010_03
Patent number
US07683079B2

Reaction notes

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