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

HRID 2112081Notes

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

Participants

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

extractionextracted three times with 20 ml chloroform
dry with materialThe organic phase is dried with magnesium sulphate
customthe crude product is purified by chromatography
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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