6-chlorohexylbenzene

Conditions: temp:0.00; pressure:0.00; stir:

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 4-(6-phenylhexyloxy)-1,3-benzenedicarboxaldehyde was prepared from 4-hydroxy-1,3-benzenedicarboxaldehyde and 6-phenylhexyl chloride using the method in Example 1 at a higher reaction temperature of 140° C. at a higher reaction temperature of 140° C.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 4-(6-phenylhexyloxy)-1,3-benzenedicarboxaldehyde was prepared from 4-hydroxy-1,3-benzenedicarboxaldehyde and 6-phenylhexyl chloride using the method in Example 1 at a higher reaction temperature of 140° C. at a higher reaction temperature of 140° C.

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: To dimethylformamide was added 99 mg of 1-chloro-6-phenylhexane and 152 mg of potassium iodide under ice-cooling, the mixture was allowed to warm up to room temperature and stirred for 20 minutes. Then, 200 mg of 5-(3,5-dichlorophenylthio)-4-isopropyl-2-(p-methoxybenzyloxymethyl)-1H-imidazole (101b)was added, followed by addition of 126 mg of potassium carbonate. Then, the mixture was warmed up to 50° C. and allowed to react for 6 hours. After completion of the reaction, the mixture was diluted with water, extracted with diethyl ether, the extract was dried over sodium sulfate, and the solvent was distilled off under reduced pressure. To thus-obtained oil were added 10 ml of ethanol and 20 ml of 36% hydrochloric acid, and the mixture was stirred at 90° C. for 2 hours. After completion of the reaction, the solvent was distilled off under reduced pressure, an aqueous sodium hydrogen carbonate solution was added, and extracted with ethyl acetate. The extract was dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel chromatography (hexane:ethyl acetate=1:1)to give 81 mg of Compound I-125 (yield 37%). cooling Then, the mixture was warmed up to 50° C. to react for 6 hours After completion of the reaction extracted with diethyl ether the extract was dried over sodium sulfate the solvent was distilled off under reduced pressure To thus-obtained oil the mixture was stirred at 90° C. for 2 hours After completion of the reaction the solvent was distilled off under reduced pressure an aqueous sodium hydrogen carbonate solution was added extracted with ethyl acetate The extract was dried over sodium sulfate the solvent was distilled off under reduced pressure The residue was purified by silica gel chromatography (hexane

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 4-(6-phenylhexyloxy)-1,3-benzenedicarboxaldehyde was prepared from 4-hydroxy-1,3-benzenedicarboxaldehyde and 6-phenylhexyl chloride using the method in Example 1 at a higher reaction temperature of 140° C. at a higher reaction temperature of 140° C.