Water → 1h-Isoindol-1-one,2,3-dihydro-7-iodo-4,5-dimethoxy-

HRID 21279Notes

Reaction equation

HRID 21279 reaction equation
[OH:1][C:2]1[C:10]([O:11][CH3:12])=[CH:9][C:8]([I:13])=[C:7]2[C:3]=1[CH2:4][NH:5][C:6]2=[O:14].[C:15](=O)([O-])[O-].[K+].[K+].CI.O>CN(C=O)C>[CH3:15][O:1][C:2]1[C:10]([O:11][CH3:12])=[CH:9][C:8]([I:13])=[C:7]2[C:3]=1[CH2:4][NH:5][C:6]2=[O:14]

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 684899574-Hydroxy-5-methoxy-7-iodoisoindolinone

Product 1

HCID 684912231h-Isoindol-1-one,2,3-dihydro-7-iodo-4,5-dimethoxy-Yield 70.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-Hydroxy-5-methoxy-7-iodoisoindolinone (30.0 mg, 0.0983 mmol) was dissolved in DMF (2 mL), and the solution was treated with potassium carbonate (26.0 mg, 0.188 mmol) and methyl iodide (0.020 mL, 0.32 mmol), followed by stirring at room temperature for 1.5 hours. The reaction mixture was added with water and the precipitated solid was collected by filtration and washed with water, followed by drying under reduced pressure to obtain 4,5-dimethoxy-7-iodoisoindolinone (22.0 mg, yield 70%).

Workup

  1. filtrationthe precipitated solid was collected by filtration
  2. washwashed with water
  3. customby drying under reduced pressure

Sources & evidence

ORD record
ord-4fa28da1888e46179ff59f4aeb5f8c4d
Source dataset
uspto-grants-2010_06
Patent number
US07745641B2

Reaction notes

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