[CH2:1]([N:8]1[C:12]2[CH:13]=[CH:14][C:15]([C:17](OC)=[O:18])=[CH:16][C:11]=2[N:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[CH2:1]([N:8]1[C:12]2[CH:13]=[CH:14][C:15]([CH2:17][OH:18])=[CH:16][C:11]=2[N:10]=[CH:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=10.87 g of methyl 1-benzyl-5-benzimidazolecarboxylate (prepared as described in Preparation 27) in 18 ml of dehydrated tetrahydrofuran were added to a suspension of 0.23 g of lithium aluminum hydride in 10 ml of dehydrated tetrahydrofuram, whilst ice-cooling, and the resulting mixture was stirred for 2 hours at room temperature. A further 0.11 g of lithium aluminum hydride and 10 ml of dehydrated tetrahydrofuran were then added to the reaction mixture and the mixture was stirred for 1 hour at room temperature and then for 4.5 hours at 50° C. in oil bath, after which it was heated under reflux for 2 hours. The reaction mixture was cooled to room temperature by allowing it to stand, after which sodium sulfate decahydrate was added to it in excess and the mixture was stirred for 2 hours at room temperature. At the end of this time, the reaction mixture was filtered with the aid of a Celite (trade mark) filter aid and the filtrate was freed from the solvent by distillation under reduced pressure. The residue was then recrystallized from a mixture of ethanol and diisopropyl ether, to give 383 mg of the title compound, melting at 148°-150° C.
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