[N:1]([CH:4]1[CH2:13][CH2:12][CH:11]2[CH:6]([CH2:7][CH2:8][CH:9]([OH:14])[CH2:10]2)[CH2:5]1)=[N+]=[N-].[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+].S([O-])([O-])(=O)=O.[Na+].[Na+]>O1CCCC1>[NH2:1][CH:4]1[CH2:13][CH2:12][CH:11]2[CH:6]([CH2:7][CH2:8][CH:9]([OH:14])[CH2:10]2)[CH2:5]1A solution of 17 g (0.09 mole) of 2-azido-6-hydroxydecalin (XII) in 100 ml of absolute tetrahydrofuran was added dropwise, at 40°-50° C., to a suspension of 3.8 g (0.1 mole) of lithium aluminum hydride in 100 ml of absolute tetrahydrofuran. The mixture was then refluxed for 3 hours. Hydrolysis was carried out with dilute sodium hydroxide solution (20 ml), sodium sulfate was added and the mixture was filtered under suction. The filtrate was evaporated down under reduced pressure. The residue was purified via the hydrochloride.
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