Hydrochloric Acid → HCID 18983792, compound

Participants

Reaction Steps

Into a 100-ml flask equipped with a stirrer were charged 5.2 g of tyramine hydrochloride and 40 ml of actonitrile, and 7.6 g of triethylamine was added under ice-cooling. Then, 4.1 g of ethyl chloroglyoxylate was added dropwise over a period of 30 minutes, and the resulting mixture was stirred at the same temperature for 1 hour. The reaction mixture was poured into a mixture of 100 ml of diluted hydrochloric acid and 15 g of ice, followed by two times of extraction with ethyl acetate. The combined organic layer was washed successively with diluted hydrochloric acid, distilled water and a saturated aqueous sodium chloride solution. The washed organic layer was dried over anhydrous magnesium sulfate, and distilled under reduced pressure to remove the solvent. The oil thus obtained was dissolved in 300 ml of ethanol, followed by adding thereto 8.2 g of octadecylamine, and the resulting mixture was heated under reflux for 30 minutes. The reaction mixture was cooled to room temperature, after which the crystals precipitated were collected by filtration to obtain 8.8 g of the desired compound. Melting point: 167° C.

Provenance & Evidence