Methanol → 2H-Indol-2-one, 5-fluoro-1,3-dihydro-3-Methyl-

HRID 74545Notes

Reaction equation

HRID 74545 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.[CH3:12]O>[Ni]>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][C:6](=[O:11])[CH:5]2[CH3:12]

Participants

4

Reactant 2

HCID 887MethanolHCID 37310125-fluoro-1,3-dihydro-2H-indol-2-one

Product 1

HCID 177928752H-Indol-2-one, 5-fluoro-1,3-dihydro-3-Methyl-

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

3.0 g (20 mmol) 5-fluoro-1,3-dihydro-indol-2-one were stirred with 2.0 g Raney nickel in 50 mL methanol for 1.5 h at 200° C. in an autoclave. The catalyst was filtered off and the filtrate was concentrated to dryness by rotary evaporation. The residue was recrystallised from methanol, suction filtered and dried.

Workup

  1. filtrationThe catalyst was filtered off
  2. concentrationthe filtrate was concentrated to dryness by rotary evaporation
  3. customThe residue was recrystallised from methanol, suction
  4. filtrationfiltered
  5. customdried

Sources & evidence

ORD record
ord-dcdde16e51c549069ef8eb150764399d
Source dataset
uspto-grants-2014_09
Patent number
US08829006B2

Reaction notes

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