Sodium Chloride → HCID 20512641, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 5 mmoles of p-nitrobenzyl 3-methyl-2-(2-oxo-4-chloro-3-phenoxyacetamido-1-azetidinyl)-3--butenoate in 20 ml. of chloroform cooled to -10° C. were added 30 mmoles of phosphorus pentachloride and an excess of quinoline (30 mmoles plus). The reaction mixture was stirred for 30 min. and was then cooled to -30° C. To the cold mixture were added 2 ml. of n-propyl alcohol with stirring and the reaction mixture was allowed to stand in an ice bath for about 3 min. Thereafter 5 ml. of a saturated aqueous solution of sodium chloride were added followed by the addition of 100 ml. of petroleum ether. The product precipitated as a gum from which the liquid phase was decanted. The gum solidified on treatment with 5 ml. of saturated aqueous sodium chloride. The product was filtered and dried. There were obtained 400 mg. of the deacylated product as the hydrochloride salt represented by the following formula. ##STR56## wherein pNB=p-nitrobenzyl.

Provenance & Evidence