Trifluoroacetic acid → ethyl (2E)-4-aminobut-2-enoate trifluoroacetate
Reaction equation
C([N:3]([CH2:6]/[CH:7]=[CH:8]/[C:9]([O:11][CH2:12][CH3:13])=[O:10])C=O)=O.[C:14]([OH:20])([C:16]([F:19])([F:18])[F:17])=[O:15]>CCO>[F:17][C:16]([F:19])([F:18])[C:14]([OH:20])=[O:15].[NH2:3][CH2:6]/[CH:7]=[CH:8]/[C:9]([O:11][CH2:12][CH3:13])=[O:10]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 80 °C
Procedure
(E)-Ethyl 4-(N-formylformamido)but-2-enoate (3.04 g, 16.43 mmol) was treated with EtOH (20 mL) and TFA (10.0 mL, 130 mmol), fitted with a reflux condenser and heated to 80° C. for 21 h. The mixture was concentrated on the rotovap and dried under high vacuum affording crude (E)-ethyl 4-aminobut-2-enoate 2,2,2-trifluoroacetate as a light yellow viscous liquid: m/z (ESI, +ve ion) 130.1 (M+H)+. The crude material was used in the next step without further purification.