Hexamethyldisilazane → 4-Methylphthalimide

HRID 501805Notes

Reaction equation

HRID 501805 reaction equation
[CH3:1][C:2]1[CH:12]=[CH:11][C:5]2[C:6](=O)[O:7][C:8](=[O:9])[C:4]=2[CH:3]=1.C[Si](C)(C)[NH:15][Si](C)(C)C>ClC1C=CC=CC=1>[CH3:1][C:2]1[CH:3]=[C:4]2[C:5](=[CH:11][CH:12]=1)[C:6](=[O:7])[NH:15][C:8]2=[O:9]

Participants

4

Reactant 2

HCID 13838HexamethyldisilazaneHCID 880694-Methylphthalic anhydride

Product 1

HCID 51482694-Methylphthalimide

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

1.00 g of 5-methyl-2-benzofuran-1,3-dione was suspended in 10 mL of chlorobenzene, to which 1.3 mL of 1,1,1,3,3,3-hexamethyldisilazane was added at room temperature, and this suspension was stirred for 10.5 hours while heating it under reflux. The reaction mixture was cooled to room temperature, and resultant precipitate was filtered out therefrom to yield 0.169 g of 5-methyl-1H-isoindole-1,3(2H)-dione as light yellow solid.

Workup

  1. additionwas added at room temperature
  2. temperaturewhile heating it
  3. temperatureunder reflux
  4. filtrationresultant precipitate was filtered out therefrom

Sources & evidence

ORD record
ord-09ddb4636fe746c78d8ab9d16b7b6a7d
Source dataset
uspto-grants-2010_08
Patent number
US07772285B2

Reaction notes

Loading…