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

HRID 74514Notes

Reaction equation

HRID 74514 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 an aqueous 6N hydrochloric acid solution for 1 h. After cooling the isopropanol was eliminated i. vac. The residue was diluted with 100 mL water and cooled with ice. The precipitated substance was suction filtered and washed with 30 mL water. The solid was dried in the CAD.

Workup

  1. temperaturecooled with ice
  2. filtrationfiltered
  3. washwashed with 30 mL water
  4. customThe solid was dried in the CAD

Sources & evidence

ORD record
ord-91f299951dc3405a80e415edebe99a84
Source dataset
uspto-grants-2014_09
Patent number
US08829006B2

Reaction notes

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