[OH-].[Na+].[C:3]12([C:13](=[O:17])[C:14]([OH:16])=[O:15])[CH2:12][CH:7]3[CH2:8][CH:9]([CH2:11][CH:5]([CH2:6]3)[CH2:4]1)[CH2:10]2.[Mn]([O-])(=O)(=O)=[O:19].[K+]>O>[OH:19][C:9]12[CH2:11][CH:5]3[CH2:6][CH:7]([CH2:12][C:3]([C:13](=[O:17])[C:14]([OH:16])=[O:15])([CH2:4]3)[CH2:10]1)[CH2:8]22.8 mL of NaOH 30% solution in water was diluted with 30 mL of water. The solution was heated to 55° C. and 3.0 g of adamantaneglyoxylic acid was dissolved therein. Then 3.3 g of potassium permanganate was added gradually during 2 h and stirring of obtained the obtained mixture was continued for 9 h at 55–60° C. The mixture was allowed to stay at room temperature for overnight. Then manganese dioxide precipitate was filtered out and the filtrate work-up procedure consisting of acidification, extraction with organic solvent and concentration of the combined organic phases resulted in 2.5 g of the target 3-hydroxyadamantaneglyoxylic acid (1) with purity 68.9% according to GC analysis of the corresponding methyl ester.
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