O[Li].O.C[O:5][C:6](=[O:24])[CH:7]([CH3:23])[C:8]([NH:10][C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)=[CH:13][CH:12]=1)=[O:9].C1COCC1.O>CO>[C:14]1([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:15]=[CH:16][C:11]([NH:10][C:8](=[O:9])[CH:7]([CH3:23])[C:6]([OH:24])=[O:5])=[CH:12][CH:13]=1LiOH.H2O (73 mg, 1.7 mmol) was added to a solution of N-biphenyl-4-yl-2-methyl-malonamic acid methyl ester (330 mg, 1.16 mmol) in a mixture of methanol (1.75 mL), THF (10 mL) and H2O (1 mL). The resulting mixture was stirred for 2 hours at ambient temperature then concentrated. The residue was diluted with water, acidified with conc. HCl. The resulting precipitate was isolated by filtration and dried to afford 260 mg (83%) of N-biphenyl-4-yl-2-methyl-malonamic acid.
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