Hydrochloric Acid → HCID 15818729, compound

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Reaction Steps

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 was 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.

Provenance & Evidence