[Br:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][C:8]([OH:15])=[CH:9][CH:10]=3)[CH2:5][C:4]=2[CH:3]=1.[CH2:16](Br)[CH2:17][CH2:18][CH2:19][CH3:20].C(=O)([O-])[O-].[K+].[K+].Cl>CN(C)C=O>[Br:1][C:2]1[CH:14]=[CH:13][C:12]2[C:11]3[C:6](=[CH:7][C:8]([O:15][CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])=[CH:9][CH:10]=3)[CH2:5][C:4]=2[CH:3]=1A mixture of 2-bromo-7-hydroxyfluorene (18 g), pentyl bromide (15.1 g), potassium carbonate (26.6 g) and dimethylformamide (200 mL) was heated for 3 hours while refluxing. 6M-hydrochloric acid (100 mL) was added to the reaction solution, and the solution was extracted with toluene. The toluene layer was washed with water and then dried on anhydrous magnesium sulfate, and it was concentrated under reduced pressure. This concentrate was recrystallized from acetone to obtain 2-bromo-7-pentyloxyfluorene (20 g) of colorless needle crystal.
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