Acetic Acid → HCID 70544650, compound

Participants

Reaction Steps

Diethylmalonate (45.55 ml) was added to tetrahydrofuran (200 ml). The mixture was maintained at room temperature while sodium hydride (16 g of a 60% oil dispersion) was added over 1 hr. To the resulting suspension, diethyl chlorophosphate (14.45 ml) was added dropwise over 50 minutes. After a 30 minute agitation cycle, a THF solution of 7-chloro-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one (13.54 g) was added dropwise over 20 minutes. The resulting solution was allowed to agitate for 1 hr. The pH was adjusted with acetic acid from 5.0 to 5.5, and the reaction solution was concentrated under vacuum (40° C./30 mm) to remove the THF. To the residue was added cold water (600 ml) and hexane (100 ml). The crystalline solid obtained was filtered and washed with water and hexane. After the solid was dried, the end product was obtained.

Provenance & Evidence