Dimethylmaleic anhydride → HCID 3623055, compound
Reaction equation
[CH3:1][C:2]1[C:3]([O:5][C:6](=[O:9])[C:7]=1[CH3:8])=O.[CH3:10][O:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16][NH2:17])=[CH:14][CH:13]=1>C(O)(=O)C>[CH3:10][O:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16][N:17]2[C:6](=[O:9])[C:7]([CH3:8])=[C:2]([CH3:1])[C:3]2=[O:5])=[CH:14][CH:13]=1Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
2,3-Dimethylmaleic anhydride (1 g, 7.9 mmol) and 4-methoxybenzylamine (1 mL, 7.9 mmol) were heated to reflux in 5 mL glacial acetic acid for 4.5 h. Solvent was evaporated. The residue was taken up in EtOAc and washed with sat'd aq NaHCO3, water, and brine. The organic phase was dried (MgSO4), filtered, and evaporated. The title compound was obtained as a solid and used without further purification (1.9 g, quant).
Workup
- customSolvent was evaporated
- washwashed with sat'd aq NaHCO3, water, and brine
- dry with materialThe organic phase was dried (MgSO4)
- filtrationfiltered
- customevaporated
Sources & evidence
- ORD record
- ord-29a563035d904a83a136a6cc189ff71b
- Source dataset
- uspto-grants-2014_03
- Patent number
- US08680122B2
Reaction notes
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