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Under a nitrogen atmosphere, 4-n-octadecyloxybenzoic acid (100.0 g) and dimethylformamide (5ml) were suspended in chloroform (800 ml) and thereto was added dropwise thionyl chloride (33.4 g). After completion of the addition, the suspension was refluxed with heating for 1 hour to prepare the corresponding acid chloride. The reaction mixture was cooled and thereto were added p-aminophenol (30.8 g) and triethylamine (28.6 g), followed by refluxing with heating for 2 hours. The reaction mixture was cooled to room temperature to precipitate a white crystal. This crystal was filtered off under reduced pressure and washed with distilled water and then recrystallized from isopropanol to obtain 98.7 g of the desired product. Yield 80%; m.p. 193° C.

1. additionAfter completion of the addition
2. temperaturethe suspension was refluxed
3. temperaturewith heating for 1 hour
4. temperatureThe reaction mixture was cooled
5. temperatureby refluxing
6. temperaturewith heating for 2 hours
7. customto precipitate a white crystal
8. filtrationThis crystal was filtered off under reduced pressure
9. washwashed with distilled water
10. customrecrystallized from isopropanol