Sodium Iodide → HCID 19738086, compound

HRID 2255419Notes

Reaction equation

HRID 2255419 reaction equation
[Cl-].[C:2]1([CH2:8][N+:9]2[CH:14]=[CH:13][C:12]([CH:15]([CH3:17])[CH3:16])=[CH:11][CH:10]=2)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(C1C=CN=CC=1)(C)C.C(Cl)C1C=CC=CC=1.[I-:35].[Na+]>CC(C)=O.C(O)(C)C>[I-:35].[C:2]1([CH2:8][N+:9]2[CH:10]=[CH:11][C:12]([CH:15]([CH3:17])[CH3:16])=[CH:13][CH:14]=2)[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

7

Reactant 4

HCID 5238Sodium IodideHCID 7503Benzyl ChlorideHCID 696744-IsopropylpyridineHCID 19738095HCID 19738095, compound

Product 1

HCID 19738086HCID 19738086, compoundYield 87%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 3776IsopropanolSolvent

Procedure

N-(Phenylmethyl)-4-isopropylpyridinium chloride from 4-isopropylpyridine (129 mL, 1.0 mol), isopropanol (500 mL) and benzyl chloride (121 mL, 1.05 mol). The product was then dissolved in acetone (250 mL) and treated with sodium iodide. A precipitate formed which was collected by filtration to afford 214.6 g (87%) of N-(phenylmethyl)-4-isopropylpyridinium iodide as white crystals.

Workup

  1. customA precipitate formed which
  2. filtrationwas collected by filtration

Sources & evidence

ORD record
ord-4cee4428d110485a9a07e11b333892f4
Source dataset
uspto-grants-1993_08
Patent number
US05240935

Reaction notes

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