1,2,4-Trimethylpyridin-1-ium iodide → HCID 58123891, compound

HRID 536659Notes

Reaction equation

HRID 536659 reaction equation
[C:1]1([CH2:7][Mg]Cl)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[I-].[CH3:11][N+:12]1[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][C:13]=1[CH3:19]>CCOCC>[CH2:7]([CH:17]1[CH:16]=[C:15]([CH3:18])[CH:14]=[C:13]([CH3:19])[N:12]1[CH3:11])[C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 125431631,2,4-Trimethylpyridin-1-ium iodideHCID 178418336HCID 178418336, compound

Product 1

HCID 58123891HCID 58123891, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

PhCH2MgCl (1 M in Et2O, 180 mL) is added dropwise to a solution of 1,2,4-trimethyl-pyridinium iodide (24.3 g) in Et2O(90 mL) chilled in an ice bath. After stirring in the ice bath for 2 h, the solution is poured into a mixture of 72% aqueous HClO4 (40 mL) and crushed ice (ca. 900 mL). The resulting mixture is stirred for 1 h and the precipitate formed is separated by filtration. The precipitate is washed with methanol and dried to afford the HClO4 salt of the title compound.

Workup

  1. temperaturechilled in an ice bath
  2. customthe precipitate formed
  3. customis separated by filtration
  4. washThe precipitate is washed with methanol
  5. customdried

Sources & evidence

ORD record
ord-363875fb48d44a568b29c812849c11d3
Source dataset
uspto-grants-2014_10
Patent number
US08859580B2

Reaction notes

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