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

HRID 74578Notes

Reaction equation

HRID 74578 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, 50 mL methanol and 2.0 g Raney nickel were stirred for 1.5 h at 200° C. in an autoclave. After the catalyst had been filtered off the mother liquor was evaporated down and the residue was recrystallised from methanol.

Workup

  1. filtrationAfter the catalyst had been filtered off the mother liquor
  2. customwas evaporated down
  3. customthe residue was recrystallised from methanol

Sources & evidence

ORD record
ord-66f7b41e2bb846d29f2c245d616c90b3
Source dataset
uspto-grants-2014_09
Patent number
US08829006B2

Reaction notes

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