Methyl iodide → HCID 10137955, compound

HRID 2180923Notes

Reaction equation

HRID 2180923 reaction equation
[CH3:1][I:2].[CH3:3][C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[C:6]([CH:11]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:12][CH2:13][N:14]2[CH2:18][CH2:17][CH2:16][CH2:15]2)[CH:5]=1>CC(C)=O>[I-:2].[OH:10][C:7]1[CH:8]=[CH:9][C:4]([CH3:3])=[CH:5][C:6]=1[CH:11]([C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[CH2:12][CH2:13][N+:14]1([CH3:1])[CH2:15][CH2:16][CH2:17][CH2:18]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 22484110HCID 22484110, compound

Product 1

HCID 10137955HCID 10137955, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Methyl iodide (10 equivalents) was added to a solution of the free base 4-methyl-2-(1-phenyl-3-pyrrolidin-1-ylpropyl)phenol of Example 30 (0.3 g, 1.02 mmol) in acetone (4 mL). The reaction mixture is stirred overnight at room temperature. The solution is concentrated to initiate the precipitation of the resulting quaternary ammonium salt. The white precipitate is filtered, washed with diethyl ether and dried under vacuum to give a quaternized salt.

Workup

  1. concentrationThe solution is concentrated
  2. customthe precipitation of the resulting quaternary ammonium salt
  3. filtrationThe white precipitate is filtered
  4. washwashed with diethyl ether
  5. customdried under vacuum
  6. customto give a quaternized salt

Sources & evidence

ORD record
ord-a70c9bf1cc3c46ab815a4331fb5e2052
Source dataset
uspto-grants-2005_05
Patent number
US06890920B2

Reaction notes

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