Sulfuric acid magnesium salt (1:1) → 8-Acetylamino-5,6-difluoro-1-tetralone

HRID 2186875Notes

Reaction equation

HRID 2186875 reaction equation
[C:1]([NH:4][C:5]1[CH:14]=[C:13]([F:15])[C:12]([F:16])=[C:11]2[C:6]=1[CH2:7][CH2:8][CH2:9][CH2:10]2)(=[O:3])[CH3:2].S([O-])([O-])(=O)=[O:18].[Mg+2].[Mn]([O-])(=O)(=O)=O.[K+]>CC(C)=O>[C:1]([NH:4][C:5]1[CH:14]=[C:13]([F:15])[C:12]([F:16])=[C:11]2[C:6]=1[C:7](=[O:18])[CH2:8][CH2:9][CH2:10]2)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 516875Potassium PermanganateHCID 10609230HCID 10609230, compound

Product 1

HCID 224495258-Acetylamino-5,6-difluoro-1-tetralone

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a solution of the compound obtained in (6) above (810 mg) in 30 ml of acetone was added 3 ml of 15% aqueous solution of magnesium sulfate. 1.17 gm of potassium permanganate was slowly added to the mixture while stirring. After 1 hour, the reaction product was extracted with chloroform, the extract was washed with water and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated to obtain 806 mg of the title compound. NMR(CDCl3) δ: 2.05-2.17(2H, m), 2.23(3H, s), 2.68(2H, t, J=5.85 Hz), 3.00(2H, t, J=5.85 Hz), 8.61(1H, dd, J=7.8 Hz,13.2 Hz), 12.1-12.23(1H, br s).

Workup

  1. extractionthe reaction product was extracted with chloroform
  2. washthe extract was washed with water and saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customThe solvent was evaporated

Sources & evidence

ORD record
ord-1dab27c1f3f24284b6afc0b977799fee
Source dataset
uspto-grants-2002_06
Patent number
US06407115B1

Reaction notes

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