Methyl iodide → HCID 10137955, compound

HRID 2116879Notes

Reaction equation

HRID 2116879 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-2715dd89b34040dfbf9339f7dc361db4
Source dataset
uspto-grants-2008_10
Patent number
US07439397B2

Reaction notes

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