C([Li])CCC.[N:6]1[CH:11]=[CH:10][C:9]([CH:12]2[CH2:17][CH2:16][C:15](=[O:18])[CH2:14][CH2:13]2)=[CH:8][CH:7]=1.[C:19](C1NC=CN=1)(=[O:21])[CH3:20]>O1CCCC1.C(NC(C)C)(C)C.CCCCCC>[C:19]([CH:14]1[CH2:13][CH:12]([C:9]2[CH:10]=[CH:11][N:6]=[CH:7][CH:8]=2)[CH2:17][CH2:16][C:15]1=[O:18])(=[O:21])[CH3:20]In 40 ml of tetrahydrofuran was dissolved 3.2 ml of diisopropylamine and, 14.2 ml of 1.6 mol n-butyl lithium solution in hexane was added to the solution at -20° C. Next, a solution of 2 g of 4-(4-pyridyl)cyclohexanone obtained in Example 1 in 40 ml of tetrahydrofuran was added to the mixture at -40° C. The reaction solution was cooled to -78° C., to which a solution of 2.5 g of acetylimidazole in 40 ml of tetrahydrofuran was added. After stirring at room temperature, the reaction solution was poured onto ice. After washing with ether, the aqueous phase was saturated with ammonium chloride and extracted with methylene chloride to give 1.65 g of 2-acetyl-4-(4-pyridyl)cyclohexanone.
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