2-Methoxyethanol → 3-(2-Methoxy-ethyl)-1,3-dihydro-indol-2-one

HRID 74576Notes

Reaction equation

HRID 74576 reaction equation
[NH:1]1[C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[CH2:3][C:2]1=[O:10].[CH3:11][O:12][CH2:13][CH2:14]O>[Ni].C1COCC1>[CH3:11][O:12][CH2:13][CH2:14][CH:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][CH:5]=2)[NH:1][C:2]1=[O:10]

Participants

5

Reactant 2

HCID 80192-MethoxyethanolHCID 321710Oxindole

Product 1

HCID 113675153-(2-Methoxy-ethyl)-1,3-dihydro-indol-2-one

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

2.0 g (15 mmol) indolin-2-one, 5 mL (63 mmol) 2-methoxyethanol and 1.5 g Raney nickel in 20 mL THF were stirred for 4 h at 200° C. in an autoclave. After the catalyst had been filtered off the mother liquor was evaporated down, the residue was triturated with diisopropylether, suction filtered and dried

Workup

  1. filtrationAfter the catalyst had been filtered off the mother liquor
  2. customwas evaporated down
  3. customthe residue was triturated with diisopropylether, suction
  4. filtrationfiltered
  5. customdried

Sources & evidence

ORD record
ord-eec448dde6a64b94b029eb9885c1255f
Source dataset
uspto-grants-2014_09
Patent number
US08829006B2

Reaction notes

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