Methyl iodide → 6,7-Dimethoxy-1,2-dimethyl-3,4-dihydroisoquinolin-2-ium iodide

HRID 1635597Notes

Reaction equation

HRID 1635597 reaction equation
[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][C:8]([O:14][CH3:15])=[C:9]([O:12][CH3:13])[CH:10]=2)[CH2:5][CH2:4][N:3]=1.[CH3:16][I:17]>CC(C)=O>[I-:17].[CH3:16][N+:3]1[CH2:4][CH2:5][C:6]2[C:11](=[CH:10][C:9]([O:12][CH3:13])=[C:8]([O:14][CH3:15])[CH:7]=2)[C:2]=1[CH3:1]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 226523,4-Dihydro-6,7-dimethoxy-1-methylisoquinoline

Product 1

HCID 134190426,7-Dimethoxy-1,2-dimethyl-3,4-dihydroisoquinolin-2-ium iodideYield 95%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a stirred solution of 1-methyl-6,7-dimethoxy-3,4-dihydroisoquinoline in acetone was added methyl iodide and the reaction mixture was stirred at room temperature for 16 hours. A bright yellow precipitate formed. The by-products and methyl iodide were removed in vacuo to afford the desired compound in 95% yield.

Workup

  1. customA bright yellow precipitate formed
  2. customThe by-products and methyl iodide were removed in vacuo

Sources & evidence

ORD record
ord-1ee6a61745d54953825ea293f9a28afd
Source dataset
uspto-grants-2003_01
Patent number
US06509467B1

Reaction notes

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