Maleimide → 3-(5-methyl-1H-indol-3-yl)pyrrolidine-2,5-dione
Reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.[C:11]1(=[O:17])[NH:15][C:14](=[O:16])[CH:13]=[CH:12]1>C(O)(=O)C>[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[CH:13]1[CH2:12][C:11](=[O:17])[NH:15][C:14]1=[O:16]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
5-Methyl indole (10 g, 76 mmol) and maleimide (7.4 g, 76 mmol) in 77 mL of glacial acetic acid was heated at 90° C. for 24 h. The reaction mixture was cooled to RT, and the acetic acid was evaporated under reduced pressure. The residue was suspended in diethyl ether and filtered to obtain solid product (7 g).
Workup
- customthe acetic acid was evaporated under reduced pressure
- filtrationfiltered
Sources & evidence
- ORD record
- ord-e263406efc4e4511a115f4c8388cbe6a
- Source dataset
- uspto-grants-2016_03
- Patent number
- US09271971B2
Reaction notes
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