Acetic Anhydride → 1-Acetylindolin-2-one

HRID 2192215Notes

Reaction equation

HRID 2192215 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-2e808d025c2448a0847dfb4f94349b47
Source dataset
uspto-grants-2012_12
Patent number
US08329718B2

Reaction notes

Loading…