Acetic Anhydride → 1,5-Diacetyl-2-indolinone

HRID 347948Notes

Reaction equation

HRID 347948 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8](=[O:13])[CH2:7]2)(=[O:3])[CH3:2].[C:14](OC(=O)C)(=[O:16])[CH3:15]>>[C:14]([N:9]1[C:10]2[C:6](=[CH:5][C:4]([C:1](=[O:3])[CH3:2])=[CH:12][CH:11]=2)[CH2:7][C:8]1=[O:13])(=[O:16])[CH3:15]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 102196435-acetyl-2,3-dihydro-1H-indol-2-one

Product 1

HCID 210845601,5-Diacetyl-2-indolinone

Procedure

48.9 g (0.279 mol) 5-acetyl-2-indolinone are stirred in 400 ml acetic anhydride in an oil bath at 140° C. for 2 h. During this time the starting material dissolves. Then the reaction mixture is left to cool, evaporated down, the precipitate is removed by suction filtering, washed with ether and the product is dried.

Workup

  1. dissolutionDuring this time the starting material dissolves
  2. waitThen the reaction mixture is left
  3. temperatureto cool
  4. customevaporated down
  5. customthe precipitate is removed by suction
  6. filtrationfiltering
  7. washwashed with ether
  8. customthe product is dried

Sources & evidence

ORD record
ord-dd569b4deb3f4ef7aa753519503f42f0
Source dataset
uspto-grants-2007_02
Patent number
US07176231B2

Reaction notes

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