[H-].[H-].[H-].[H-].[Li+].[Al+3].[C:7]1([CH2:13][CH2:14][CH:15]2[N:20]3[CH2:21][CH2:22][CH:17]([C:18](=[O:23])[CH2:19]3)[CH2:16]2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1>C(OCC)C.C1COCC1>[C:7]1([CH2:13][CH2:14][CH:15]2[N:20]3[CH2:21][CH2:22][CH:17]([CH:18]([OH:23])[CH2:19]3)[CH2:16]2)[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1To a suspension of LAH in diethyl ether was added a solution of 6-(2-phenylethyl)quinuclidin-3-one in THF, followed by heating under reflux for 4 hours. To the reaction mixture was added Na2SO4.10H2O, followed by stirring at room temperature for overnight. The reaction mixture was filtered, and the filtrate was then concentrated under reduced pressure to obtain 6-(2-phenylethyl)quinuclidin-3-ol as a colorless oil.
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