Fumaric Acid → Votracon
Reaction equation
[C:1]([OH:9])(=[O:8])[CH:2]([CH2:4][C:5]([OH:7])=[O:6])O.[NH2:10][C:11]1[CH:31]=[CH:30][C:14]([C:15]([N:17]([CH:19]2[CH2:23][CH2:22][N:21]([CH:24]3[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]3)[CH2:20]2)[CH3:18])=[O:16])=[CH:13][CH:12]=1.C(O)(=O)/C=C/C(O)=O>C(Cl)(Cl)Cl>[C:1]([OH:9])(=[O:8])/[CH:2]=[CH:4]/[C:5]([OH:7])=[O:6].[NH2:10][C:11]1[CH:12]=[CH:13][C:14]([C:15]([N:17]([CH:19]2[CH2:23][CH2:22][N:21]([CH:24]3[CH2:29][CH2:28][CH2:27][CH2:26][CH2:25]3)[CH2:20]2)[CH3:18])=[O:16])=[CH:30][CH:31]=1Participants
4
Reagents, catalysts & solvents 1
Procedure
An aqueous solution containing 3.9 g. (0.0094 mole) of (-) 4-amino-N-(1-cyclohexyl-3-pyrrolidinyl)-N-methylbenzamide malate (Example 68) was extracted with chloroform, the chloroform solution was dried over sodium sulfate and concentrated. The residue was dissolved in ethanol, 1.2 g. (0.01 mole) of fumaric acid added and the solution refrigerated. The fumarate salt which separated weighed 3.3 g. and melted at 205°-207°C. [α]D30 = - 13.89.