Bromine → 5-Acetamido-6-bromo-2-carboxyethylindane

Participants

Reaction Steps

A solution of 5-acetamido-2-carboxyethylindane (18 g, 73 mmol), sodium acetate (9 g, 110 mmol) in acetic acid (300 mL) was treated dropwise with bromine (14.1 g, 88 mmol) and then stirred for 18 h. After removing the solvent, the residue was dissolved in an ether:water mixture, and sodium bisulfite was added. The ether layer was separated and the aqueous layer back extracted. The combined organic layers were washed with saturated NaCl, dried over magnesium sulfate, filtered and evaporated. The syrup was purified by silica gel chromatography (3:2 hexane:EtOAc) to give the product.

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