HCID 131718346, compound → HCID 67851960, compound

Participants

Reaction Steps

A mixture of the brominated acid 1b (6 mmol) and silver acetate (2.2 g, 13.2 mmol) is combined in 20 mL of CHCl3 and 40 mL of AcOH, heated at 95° to 100° C. with vigorous stirring overnight. The solvent was evaporated in vacuo, and the residue was poured onto ice water saturated with NaCl. The crude product and AgCl were collected by filtration and washed with water. The solid was then added to a CHCl3, and the insoluble AgCl was removed by filtration. The AgCl was washed with CHCl3 until the washings were colorless. The combined CHCl3 solutions were dried with Na2SO4, concentrated and chromatographed on a silica gel column (C6H6 -CHCl3, 1:1, v/v). To yield (5-acetoxymethyl-1,4-naphthoquinonyl thio)-propionic acid, designated 1c.

Provenance & Evidence