Nitromethane → HCID 54458408, compound
Reaction equation
[CH2:1]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][C:9]=1[CH:17]=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C([O-])(=O)C.[NH4+].[N+:24]([CH3:27])([O-:26])=[O:25]>CO>[CH2:1]([C:8]1[C:16]2[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=2)[NH:10][C:9]=1[CH:17]=[CH:27][N+:24]([O-:26])=[O:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
A mixture of 3-benzyl-2-indolecarbaldehyde (7.06 g), ammonium acetate (462 mg) and nitromethane (10.5 ml)in methanol (30 ml) was refluxed for 2 hours. After cooling, precipitates formed were collected and washed two times with chilled methanol (5 ml) to give 3-benzyl-2-(2-nitrovinyl)indole.
Workup
- temperaturewas refluxed for 2 hours
- temperatureAfter cooling
- customprecipitates
- customformed
- customwere collected
- washwashed two times with chilled methanol (5 ml)
Sources & evidence
- ORD record
- ord-23ec35a81fbd43658d4da1ea2c8f25b5
- Source dataset
- uspto-grants-1993_01
- Patent number
- US05180728
Reaction notes
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