[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2([C:16]([OH:18])=[O:17])[CH2:12][CH:11]2[C:13]([OH:15])=[O:14])=[CH:6][CH:5]=1)([O-])=O.Cl.[OH-].[Na+]>C(O)C.[Pd].CO>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([C:10]2([C:16]([OH:18])=[O:17])[CH2:12][CH:11]2[C:13]([OH:15])=[O:14])=[CH:6][CH:5]=1
20 g of 1-(4-nitrophenyl)-1,2-cyclopropanedicarboxylic acid are dissolved in 200 ml of ethanol and the solution is hydrogenated in the presence of 5% palladium on carbon. The suspension so obtained is diluted with methanol and the precipitated product is dissolved by addition of 1 equivalent of methanolic hydrochloric acid. A part of the solvent is stripped off in vacuo, then 1 equivalent of 2N sodium hydroxide solution is added and the mixture is evaporated to dryness. The residue is crystallised from water and dried in vacuo over KOH pellets at 60° C. The title compound (b) is obtained in the form of light brown crystals with a melting point above 230° C. and Rf=0.55 on thin-layer silica gel plates in the system methylene chloride/glacial acetic acid (20:10:2).
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