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Sulfuric acid magnesium salt (1:1) → N-(3-oxo-2,3-dihydro-1H-inden-4-yl)acetamide

HRID 2112081
Notes
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Reaction equation

HRID 2112081 reaction equation
[CH2:1]1[C:9]2[C:4](=[C:5]([NH:10][C:11](=[O:13])[CH3:12])[CH:6]=[CH:7][CH:8]=2)[CH2:3][CH2:2]1.S([O-])([O-])(=O)=[O:15].[Mg+2].[Mn]([O-])(=O)(=O)=O.[K+]>CC(C)=O.O>[O:15]=[C:3]1[C:4]2[C:9](=[CH:8][CH:7]=[CH:6][C:5]=2[NH:10][C:11](=[O:13])[CH3:12])[CH2:1][CH2:2]1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

6

Reactant 3

HCID 24083Sulfuric acid magnesium salt (1:1)HCID 516875Potassium PermanganateHCID 12683814N-(2,3-Dihydro-1H-inden-4-yl)acetamide

Product 1

HCID 13012500N-(3-oxo-2,3-dihydro-1H-inden-4-yl)acetamide

Reagents, catalysts & solvents 2

HCID 180AcetoneSolvent
HCID 962
Water
Solvent

Conditions

Temperature
0 °C

Procedure

147 mg (0.84 mmol) N-indan-4-yl-acetamide are dissolved in 10 ml acetone and combined with 770 μl of a 15% aqueous magnesium sulphate solution. The solution is cooled to 0° C. and 397 mg (2.490 mmol) potassium permanganate are added batchwise. After 2 h the mixture is diluted with 50 ml of water, and extracted three times with 20 ml chloroform. The organic phase is dried with magnesium sulphate and the solvent is eliminated in vacuo and the crude product is purified by chromatography. The carrier used is silica gel and the eluant used is a mixture of cyclohexane:ethyl acetate (85:15).

Workup

  1. extractionextracted three times with 20 ml chloroform
  2. dry with materialThe organic phase is dried with magnesium sulphate
  3. customthe crude product is purified by chromatography
  4. additiona mixture of cyclohexane:ethyl acetate (85:15)

Sources & evidence

ORD record
ord-65c37827e400465bb73235e8b9ba223d
Source dataset
uspto-grants-2009_04
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07521457B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes