反应详情

For example, a liquid crystalline compound of the above general formula in which p=3 can be obtained by esterification reaction of ##STR190## obtained in the same manner as above, with ##STR191## can be obtained, for example, in the following manner. In 600 ml of CH3OH was dissolved 20 g of Na, and 120 g of 3-bromopropylbenzene ##STR192## was added dropwise with heating under reflux. After 6 hours, the reaction solution was poured into ice water, and the separated oil layer was extracted with benzene, after which the benzene was distilled off, and the residue was distilled to obtain ##STR193## This compound had a boiling point of 96°-98° C./15 mmHg. Next, 195 g of AlCl3 and 100 g of the ##STR194## were added to 1.5 liters of CH2Cl2, and the resulting mixture was cooled with ice under stirring. Subsequently, 79 g of CH3COCl was gradually added thereto dropwise, and the thus obtained solution was stirred under ice-cooling continuously for 6 hours. This reaction solution was poured into dilute hydrochloric acid, and the CH2Cl2 layer was separated, after which the CH2Cl2 was distilled off, and the residue was distilled to obtain ##STR195## The boiling point of this compound was 94°-95° C./0.3 mm Hg. Sixty-seven grams of this compound and 620 ml of 88% HCOOH were mixed and stirred, after which 310 ml of (CH3CO)2O, 4 ml of concentrated sulfuric acid and 110 ml of a 35% aqueous hydrogen peroxide solution were added thereto. The resulting solution was heated to 40° to 50° C. and stirred for 8 hours, after which the reaction solution was poured into water, and the separated oil layer was extracted. The solvent was distilled off from the extract, and 100 ml of CH3OH and 250 ml of a 2N aqueous NaOH solution were added to the residue, after which the resulting solution was heated and refluxed for 2 hours. After being cooled, the reaction solution was made acid with hydrochloric acid, and the oil layer extracted with benzene. The benzene was distilled off from the extract, and the residue was further distilled to obtain p-(3-methoxypropyl)phenol ##STR196## The boiling point of this compound was 106°-108° C./0.3 mm Hg.

1. customof ##STR190## obtained in the same manner as above, with ##STR191##
2. additionwas added dropwise
3. temperaturewith heating
4. temperatureunder reflux
5. extractionthe separated oil layer was extracted with benzene
6. distillationafter which the benzene was distilled off
7. distillationthe residue was distilled
8. customto obtain ##STR193## This compound
9. temperaturethe resulting mixture was cooled with ice
10. stirringdropwise, and the thus obtained solution was stirred under ice-
11. temperaturecooling continuously for 6 hours
12. customthe CH2Cl2 layer was separated
13. distillationafter which the CH2Cl2 was distilled off
14. distillationthe residue was distilled
15. customto obtain ##STR195## The boiling point of this compound
16. customwas 94°-95° C.
17. stirringstirred
18. temperatureThe resulting solution was heated to 40° to 50° C.
19. stirringstirred for 8 hours
20. extractionthe separated oil layer was extracted
21. distillationThe solvent was distilled off from the extract, and 100 ml of CH3OH and 250 ml of a 2N aqueous NaOH solution
22. additionwere added to the residue
23. temperatureafter which the resulting solution was heated
24. temperaturerefluxed for 2 hours
25. temperatureAfter being cooled
26. extractionthe oil layer extracted with benzene
27. distillationThe benzene was distilled off from the extract
28. distillationthe residue was further distilled