Sodium Dithionite → HCID 22506839, compound

HRID 985572Notes

Reaction equation

HRID 985572 reaction equation
[CH3:1][C:2]1([CH3:14])[CH2:10][C:9]2[C:4]([C:5]([CH3:13])=[CH:6][C:7](=[O:12])[C:8]=2[CH3:11])=[N:3]1.S(S([O-])=O)([O-])=O.[Na+].[Na+]>C(OCC)(=O)C.O>[CH3:1][C:2]1([CH3:14])[CH2:10][C:9]2[C:4](=[C:5]([CH3:13])[CH:6]=[C:7]([OH:12])[C:8]=2[CH3:11])[NH:3]1

Participants

5

Reactant 2

HCID 24489Sodium DithioniteHCID 22506843HCID 22506843, compound

Product 1

HCID 22506839HCID 22506839, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 2,3-dihydro-2,2,4,7-tetramethyl-5H-indol-5-one (7.36 g, 38.9 mmol) in ethyl acetate (100 ml) was added a solution of sodium hydrosulfite (14.9 g, 85.6 mmol) in water (50 ml) and shaken. The aqueous layer was separated, and the organic layer was washed with water and saturated brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The residue was recrystallized from ethanol-hexane to obtain 6.17 g of the title compound.

Workup

  1. customThe aqueous layer was separated
  2. washthe organic layer was washed with water and saturated brine
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customThe residue was recrystallized from ethanol-hexane

Sources & evidence

ORD record
ord-a3b42db1da98424989d852b792cf547c
Source dataset
uspto-grants-2005_03
Patent number
US06872718B1

Reaction notes

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