Acetic Anhydride → 1-Acetylindolin-2-one

HRID 12385

Reaction equation

HRID 12385 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C:2]1=[O:10].[C:11](OC(=O)C)(=[O:13])[CH3:12]>>[C:11]([N:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C:2]1=[O:10])(=[O:13])[CH3:12]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 321710Oxindole

Product 1

HCID 3237191-Acetylindolin-2-oneYield 93.7%

Procedure

Indoline-2-one (6.65 g, 50 mmol) and acetic anhydride (9 mL) were heated at reflux for 15 h. After cooling, the product was filtered and rinsed with Et2O to give 2a as solids after vacuum drying (8.2 g, yield: 93.7 %).

Workup

  1. temperatureat reflux for 15 h
  2. temperatureAfter cooling
  3. filtrationthe product was filtered
  4. washrinsed with Et2O

Sources & evidence

ORD record
ord-a7734ec7f6ab472a91dc21117afbdc06
Source dataset
uspto-grants-2010_06
Patent number
US07728008B2

Linked notes

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