Quinoline → HCID 131711475, compound

Participants

Reaction Steps

To 15 ml of chloroform was added 1.218 g of phosphorus pentachloride, and the phosphorus pentachloride was dissolved therein by warming. To the solution maintained at 10°-20° C. was added 0.929 g of quinoline. Five minutes later, the temperature was lowered to -10°--20° C., and to the mixture was added 2.7 g of benzhydryl 7-phenoxyacetamido-3-(1-methyl-1H-tetrazol-5-yl)vinyl-3-cephem-4-carboxylate. The mixture was then stirred for 10 minutes and at room temperature for one hour. The mixture was then cooled to 0° C., and to this was added 5.4 ml of n-propanol. The resulting mixture was stirred at room temperature for one hour and poured into ice-water. To this was further added an appropriate amount of chloroform. The precipitated crystals were collected by filtration and dried to yield 1.3 g of benzhydryl 7-amino-3-(1-methyl-1H-tetrazol-5-yl)vinyl-3-cephem-4-carboxylate hydrochloride. To the obtained hydrochloride was added a mixture of a dilute aqueous sodium hydrogencarbonate solution and ethyl acetate, and the ethyl acetate layer was separated. From the ethyl acetate layer, there was obtained the 7-amino base.

Provenance & Evidence