1-Bromooctane → 4-n-Octyloxy-4'-acetylbiphenyl

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[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([C:17](=[O:19])[CH3:18])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)(=O)[CH3:2].[OH-].[K+].Br[CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH2:28]CC>C(OCCO)C>[CH2:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([C:11]2[CH:16]=[CH:15][C:14]([C:17](=[O:19])[CH3:18])=[CH:13][CH:12]=2)=[CH:7][CH:6]=1)[CH2:2][CH2:23][CH2:24][CH2:25][CH2:26][CH2:27][CH3:28]

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실험 절차

4-Acetyloxy-4'-acetylbiphenyl (80.0 g, 0.315 mol) was suspended in ethylene glycol monoethyl ether (300 ml), followed by heating with stirring to obtain a uniform solution, pouring a 50% aqueous solution of KOH (70 g) therein, heating under reflux for 30 minutes, dropwise adding 1-bromo-n-octane (62.7 g, 0.325 mol), heating under reflux for 5 hours, cooling with air, pouring the solution on ice (1 l), extracting with toluene (2 l), washing the toluene layer with an acid, then with an alkali aqueous solution, further with water till the washing water became neutral, distilling off toluene for solidification, filtering on heating with toluene (1 l) and active carbon, and recrystallizing to obtain 4-n-octyloxy-4'-acetylbiphenyl (77.5 g). Yield: 75.71%. This product exhibited a smectic B liquid crystal phase (SB), and its C-SB point and SB-I point were 92.5° C. and 132.9° C., respectively.