5-ethyl-6-nitro-2,3-dihydro-1H-indole → 5-ethyl-6-nitro-1H-indole
Reaction equation
[CH2:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[N+:12]([O-:14])=[O:13])[NH:8][CH2:7][CH2:6]2)[CH3:2]>C(Cl)Cl.O=[Mn]=O>[CH2:1]([C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[N+:12]([O-:14])=[O:13])[NH:8][CH:7]=[CH:6]2)[CH3:2]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of 5-ethyl-6-nitroindoline (1.9 g, 9.9 mmol) in CH2Cl2 (30 mL) was added MnO2 (4.0 g, 46 mmol). The mixture was stirred at ambient temperature for 8 h. The solid was filtered off and the filtrate was concentrated to dryness to give 5-ethyl-6-nitro-1H-indole (1.9 g).
Workup
- filtrationThe solid was filtered off
- concentrationthe filtrate was concentrated to dryness
Sources & evidence
- ORD record
- ord-77b3178b7af247f68bd1987598d62421
- Source dataset
- uspto-grants-2014_01
- Patent number
- US08623905B2
Reaction notes
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