Hydrochloric Acid → 5-Fluoro-3,3-dimethylindolin-2-one

HRID 2059976Notes

Reaction equation

HRID 2059976 reaction equation
C([N:4]1[C:12]2[C:7](=[CH:8][C:9]([F:13])=[CH:10][CH:11]=2)[C:6]([CH3:15])([CH3:14])[C:5]1=[O:16])(=O)C.Cl>C(O)(C)C.O>[F:13][C:9]1[CH:8]=[C:7]2[C:12](=[CH:11][CH:10]=1)[NH:4][C:5](=[O:16])[C:6]2([CH3:15])[CH3:14]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58386657HCID 58386657, compound

Product 1

HCID 451394095-Fluoro-3,3-dimethylindolin-2-one

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 3776IsopropanolSolvent2×

Procedure

2.10 g (9.49 mmol) 1-acetyl-5-fluoro-3,3-dimethyl-1,3-dihydro-indol-2-one in 20 mL isopropanol were refluxed with 50 mL of a 6M aqueous HCl solution for 1 h. After cooling the isopropanol was eliminated i. vac. The residue was diluted with water and cooled with ice. The precipitated substance was suction filtered and washed with water. The solid was dried i. vac.

Workup

  1. temperaturecooled with ice
  2. filtrationfiltered
  3. washwashed with water
  4. customThe solid was dried i

Sources & evidence

ORD record
ord-5e94ab15af6048da8418ccc39597e635
Source dataset
uspto-grants-2012_10
Patent number
US08278336B2

Reaction notes

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