Nitromethane → 1,3-Dihydro-3-hydroxy-1-methyl-3-(nitromethyl)-2H-indol-2-one
Reaction equation
[CH3:1][N:2]1[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[C:5](=[O:6])[C:3]1=[O:4].[N+:13]([CH3:16])([O-:15])=[O:14]>O>[OH:6][C:5]1([CH2:16][N+:13]([O-:15])=[O:14])[C:7]2[C:12](=[CH:11][CH:10]=[CH:9][CH:8]=2)[N:2]([CH3:1])[C:3]1=[O:4]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 30 °C
Procedure
N-methyl isatin (0.08 g) and nitromethane (0.15 ml) were added to water and the reaction mixture was vigorously stirred at a temperature of 30° C. for 24 hours. The obtained product was extracted with ethyl acetate and purified by silica gel column chromatography using ethyl acetate/hexane as eluents to afford pure product.
Workup
- extractionThe obtained product was extracted with ethyl acetate
- custompurified by silica gel column chromatography
- customto afford pure product
Sources & evidence
- ORD record
- ord-c5b505a2cce146bbaa9cd6b3772b7b39
- Source dataset
- uspto-grants-2015_01
- Patent number
- US08933248B2
Reaction notes
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