Cyclopropylamine → CID 74043826
Reaction equation
[CH3:1][C:2]1[C:7]([C:8]([C:10](=[CH:16]OCC)[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:9])=[C:6]([F:20])[C:5]([F:21])=[C:4]([F:22])[C:3]=1[F:23].[CH:24]1([NH2:27])[CH2:26][CH2:25]1>C(O)C>[CH3:1][C:2]1[C:7]([C:8]([C:10](=[CH:16][NH:27][CH:24]2[CH2:26][CH2:25]2)[C:11]([O:13][CH2:14][CH3:15])=[O:12])=[O:9])=[C:6]([F:20])[C:5]([F:21])=[C:4]([F:22])[C:3]=1[F:23]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
Ethyl 2-(6-methyl-2,3,4,5-tetrafluorobenzoyl)-3-ethoxyacrylate (5 g) is dissolved in ethanol (25 ml) and thereto cyclopropylamine (1.0 g) is added dropwise under ice-cooling. After stirring at room temperature for 30 minutes, the mixture is concentrated and the residue is purified with column chromatography (silica-gel, dichloromethane : n-hexane=1 : 1) to give ethyl 2-(6-methyl-2,3,4,5-tetrafluorobenzoyl)-3 -cyclopropylaminoacrylate (4.74 g), as white plates, m.p. 78°-79° C. (recrystallized from petroleum ether--n-hexane).