Acetic Anhydride → 1-Acetyl-5-fluoro-1,3-dihydro-indol-2-one

HRID 2059975Notes

Reaction equation

HRID 2059975 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[CH2:5]2.[C:12](OC(=O)C)(=[O:14])[CH3:13]>>[C:12]([N:7]1[C:8]2[C:4](=[CH:3][C:2]([F:1])=[CH:10][CH:9]=2)[CH2:5][C:6]1=[O:11])(=[O:14])[CH3:13]

Participants

3

Reactant 2

HCID 7918Acetic AnhydrideHCID 37310125-fluoro-1,3-dihydro-2H-indol-2-one

Product 1

HCID 583867501-Acetyl-5-fluoro-1,3-dihydro-indol-2-one

Procedure

At 170° C. 3.0 g (20 mmol) 5-fluoroindolinone were stirred in 10 mL (98 mmol) acetic anhydride for 3 h. After cooling to RT the mixture was poured onto 200 mL ice water, the precipitated substance was suction filtered and washed with 100 mL water. The solid was recrystallised from water and ethanol. The precipitated product was suction filtered, washed with water and dried i. vac.

Workup

  1. customAt 170° C
  2. filtrationfiltered
  3. washwashed with 100 mL water
  4. customThe solid was recrystallised from water and ethanol
  5. filtrationfiltered
  6. washwashed with water
  7. customdried i

Sources & evidence

ORD record
ord-0d84cf368835448cad78b1bb742f3fce
Source dataset
uspto-grants-2012_10
Patent number
US08278336B2

Reaction notes

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