Water → HCID 69497870, compound

HRID 460665Notes

Reaction equation

HRID 460665 reaction equation
[CH3:1][O:2][C:3]1[CH:15]=[CH:14][CH:13]=[CH:12][C:4]=1[CH:5]=[C:6]1[CH2:10][CH2:9][NH:8][C:7]1=[O:11].[H-].[Na+].[CH3:18]I.O>CN(C)C=O>[CH3:1][O:2][C:3]1[CH:15]=[CH:14][CH:13]=[CH:12][C:4]=1[CH:5]=[C:6]1[CH2:10][CH2:9][N:8]([CH3:18])[C:7]1=[O:11]

Participants

6

Reactant 4

HCID 962WaterHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 2641593-(2'-Methoxybenzylidene)-2-pyrrolidone

Product 1

HCID 69497870HCID 69497870, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The intermediate 3-(2′-methoxybenzylidene)-2-pyrrolidone (5.0 g) obtained in Example 317 was dissolved in dimethylformamide (50 ml) and sodium hydride (0.99 g) was added thereto under ice-cooling. The mixture was stirred at room temperature for 30 min. Methyl iodide (1.72 ml) was added under ice-cooling and the mixture was stirred for 8 hr at room temperature. After completing of the reaction, the reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to give the title compound (3.6 g).

Workup

  1. temperatureunder ice-cooling
  2. temperaturecooling
  3. stirringthe mixture was stirred for 8 hr at room temperature
  4. customAfter completing of the reaction
  5. extractionextracted with ethyl acetate
  6. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-72743afcdabb4dc3bf88d86bc2a4e3e4
Source dataset
uspto-grants-2007_03
Patent number
US07196199B2

Reaction notes

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