Methyl iodide → HCID 10205143, compound

HRID 2116882Notes

Reaction equation

HRID 2116882 reaction equation
[CH3:1][I:2].[N:3]1([CH2:10][CH2:11][CH:12]([C:19]2[CH:24]=[C:23]([CH3:25])[CH:22]=[CH:21][C:20]=2[OH:26])[C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1>C(Cl)Cl>[I-:2].[OH:26][C:20]1[CH:21]=[CH:22][C:23]([CH3:25])=[CH:24][C:19]=1[CH:12]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[CH2:11][CH2:10][N+:3]1([CH3:1])[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 69315919HCID 69315919, compound

Product 1

HCID 10205143HCID 10205143, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Methyl iodide (10 equivalents) was added to a solution of the free base 2-(3-azepan-1-yl-1-phenylpropyl)-4-methylphenol of Example 30 (0.3 g, 1.02 mmol) in CH2Cl2 (2 mL). The reaction mixture was stirred overnight at room temperature. The solution was concentrated to initiate precipitation of the resulting quaternary ammonium salt. The white precipitate was filtered out, washed with diethyl ether and dried under vacuum to give a quaternized salt.

Workup

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

Sources & evidence

ORD record
ord-19c6c9793db64df28065fc50a339c2b1
Source dataset
uspto-grants-2008_10
Patent number
US07439397B2

Reaction notes

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