[OH:1]C1C2C(=CC=CC=2)C(O)=CC=1C(O)=O.[OH-].[Na+].BrC(CC(OCC)=O)C(OCC)=O.C(NCCCC)CCCCCCCCCCC.[CH:48]1([N:54]=[C:55]=[N:56][CH:57]2[CH2:62][CH2:61][CH2:60][CH2:59][CH2:58]2)[CH2:53][CH2:52][CH2:51][CH2:50][CH2:49]1>CN(C=O)C.O1CCOCC1>[CH:57]1([NH:56][C:55](=[O:1])[NH:54][CH:48]2[CH2:49][CH2:50][CH2:51][CH2:52][CH2:53]2)[CH2:62][CH2:61][CH2:60][CH2:59][CH2:58]1
0.05 mole of 1,4-dihydroxy-2-naphthoic acid was dissolved in 70 ml of DMF, and 10 ml of a 40% aqueous solution of sodium hydroxide was added dropwise to the solution while introducing nitrogen gas. Then, 0.05 mole of diethyl α-bromo-succinate dissolved in 15 ml of DMF was added dropwise, and the reaction was conducted at 50° C. for 3 to 4 hours under agitation. After completion of the reaction, the reaction mixture was poured into ice-hydrochloric acid, and crystals were recovered by filtration and recrystallized from acetonitrile to obtain a compound having a melting point of 176° C. Then, 0.01 mole of the so obtained compound and 0.01 mole of n-dodecylbutylamine were dissolved in 60 ml of dry dioxane, and 0.01 mole of dicyclohexylcarbodiimide was added to the solution and the reaction was carried out at 50° C. for about 30 minutes. After completion of the reaction, the reaction mixture was filtered and dicyclohexyl urea formed as a by-product was removed. The filtrate was concentrated under reduced pressure and separated by column chromatography to obtain a compound having a melting point of 68° C. (the yield being 35%). From results of the elementary analysis and the like, it was confirmed that the so obtained compound was the compound (4) illustrated above.
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