Methyl iodide → (1-Ethylpyrrol-2-yl)methyltrimethylammonium iodide

HRID 604557Notes

Reaction equation

HRID 604557 reaction equation
C[I:2].[CH3:3][N:4]([CH2:6][C:7]1[N:8]([CH2:12][CH3:13])[CH:9]=[CH:10][CH:11]=1)[CH3:5].[C:14](OCC)(=O)C>C(O)C>[I-:2].[CH2:12]([N:8]1[CH:9]=[CH:10][CH:11]=[C:7]1[CH2:6][N+:4]([CH3:14])([CH3:3])[CH3:5])[CH3:13]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 8857Ethyl AcetateHCID 450883351-(1-Ethyl-1H-pyrrol-2-yl)-N,N-dimethylmethanamine

Product 1

HCID 23031652(1-Ethylpyrrol-2-yl)methyltrimethylammonium iodideYield 66%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Methyl iodide (7.7 mL, 124 mmol) was added to a solution of 2-(N,N-dimethylaminomethyl)-1-ethylpyrrol (15.6 g, 102 mmol) in ethanol (150 mL) under ice-cooling and the mixture was stirred at room temperature for 3 hours. Ethyl acetate (150 mL) was added to the reaction mixture and the precipitated crystal was collected by filtration. After the crystal was washed with ethyl acetate and dried to obtain (1-ethylpyrrol-2-yl)methyltrimethylammonium iodide (20.0 g, yield: 66%).

Workup

  1. temperaturecooling
  2. filtrationthe precipitated crystal was collected by filtration
  3. washAfter the crystal was washed with ethyl acetate
  4. customdried

Sources & evidence

ORD record
ord-4a6674ca47a74df7a8c542caf9559112
Source dataset
uspto-grants-2011_03
Patent number
US07910617B2

Reaction notes

Loading…