Trifluoroacetic acid ethanol → ethyl (2E)-4-aminobut-2-enoate trifluoroacetate
Reaction equation
C([N:3](C=O)[CH2:4]/[CH:5]=[CH:6]/[C:7]([O:9][CH2:10][CH3:11])=[O:8])=O.[F:14][C:15]([F:20])([F:19])[C:16]([OH:18])=[O:17].C(O)C>>[F:14][C:15]([F:20])([F:19])[C:16]([OH:18])=[O:17].[NH2:3][CH2:4]/[CH:5]=[CH:6]/[C:7]([O:9][CH2:10][CH3:11])=[O:8]Participants
3
Procedure
A solution of ethyl (2E)-4-(diformylamino)but-2-enoate (XV) (0.89 mg, 4.8 mmol) in a mixture trifluoroacetic acid-ethanol (absolute) (2:1, 10 mL) was stirred under reflux overnight (the reaction was followed by LC-MS and stopped when complete conversion was achieved). The solvent was evaporated under vacuum to obtain compound ethyl (2E)-4-aminobut-2-enoate trifluoroacetate (IV) as brown oil (undetermined yield), which was used without further purification in the next step.
Workup
- temperatureunder reflux overnight (the reaction
- customThe solvent was evaporated under vacuum
- custom