[CH3:1][CH:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[C:3]1[CH3:11].[CH2:12]([Li])[CH2:13]CC.[Cl-].[CH3:18][SiH:19]([CH3:33])[CH:20]1[C:32]2[CH:31]=CC=[CH:28][C:27]=2[C:26]2[C:21]1=[CH:22][CH:23]=[CH:24][CH:25]=2.[Cl-].[NH4+]>CCCCCC.CCOCC>[CH3:33][Si:19]([CH3:18])([CH:20]1[C:21]2[C:26](=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:27]([CH3:28])=[C:32]1[CH3:31])[CH:4]1[C:3]2[CH:11]=[CH:13][CH:12]=[CH:1][C:2]=2[C:10]2[C:5]1=[CH:6][CH:7]=[CH:8][CH:9]=2
A 200 ml four-necked flask equipped with a reflux tube, a thermometer and a dropping funnel was thoroughly purged with nitrogen and dried. To the flask, the 1,2-dimethylindene (1.60 g, 11.09 mmol) synthesized above and dehydrated ether (40 ml) were introduced. To the flask, a hexane solution of n-butyllithium (11.6 mmol) was dropwise added at 0° C. with stirring. The temperature of the system was allowed to spontaneously and slowly rise to room temperature. After stirring over night, the reaction liquid became a milk white slurry. To the slurry, the dimethyl(9-fluorenyl)silane chloride (2.72 g, 10.51 mmol) synthesized above was added, followed by stirring at room temperature for 2 hours. The reaction liquid became a yellow slurry. To the slurry, N-methyl-2-pyrrolidine (0.1 g) was added, followed by stirring at room temperature for 1.5 hours. To the resultant mixture, 100 ml of ether and 100 ml of a saturated aqueous solution of ammonium chloride were added and the mixture was introduced into a separatory funnel to separate an organic phase. The organic phase was washed with a saturated aqueous solution of ammonium chloride, water and a saturated aqueous solution of sodium chloride, and dried over anhydrous magnesium sulfate. After the solvent was distilled off, it was purified by column chromatography :developer: hexane) to obtain 1.01 g of a yellow powder (yield: 27%).
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