In a dry reaction flask, the hydrochloride salt of the CLENBUTEROL D9 precursor compound ketone was added. Then, an aqueous solution of sodium hydroxide and the reducing agent sodium borohydride were slowly added to the reaction flask. The resulting reaction mixture was stirred overnight at 0°C. The reaction progress was monitored by TLC. After the reaction was complete, ethyl acetate and water were added, and the organic layer was separated. The aqueous layer was extracted twice with ethyl acetate. All organic layers were combined, dried with anhydrous magnesium sulfate, and the drying agent was removed by filtration. The filtrate was then concentrated under vacuum to obtain the target drug molecule, CLENBUTEROL D9.

Figure: CLENBUTEROL D9 Synthetic Route