TITLE:
Chemoselective Reduction of Fenofibric Acid to Alcohol in the Presence of Ketone by Mixed Anhydride and Sodium Borohydride
AUTHORS:
Greesha N. Majethia, Wahajul Haq, Ganesaratnam K. Balendiran
KEYWORDS:
Chemoselective, Reduction of Carboxylic Acid, Sodium Borohydride, Mixed Anhydride
JOURNAL NAME:
International Journal of Organic Chemistry,
Vol.12 No.2,
June
30,
2022
ABSTRACT: A highly efficient and facile protocol for the selective reduction of carboxylic acid of Fenofibric acid to corresponding alcohol was developed. The selective reduction was carried out by activation of carboxylic acid by mixed anhydride followed by the reaction of sodium borohydride in presence of methanol. This is the first example of chemoselective reduction of carboxylic acid to alcohol in presence of a ketone without any external catalyst or ligand in a single step. The reaction offers wide applicability for the selective carboxylic group reduction methodology. The chemoselective reduction was demonstrated by the reduction of Fenofibric acid, an active metabolite of the drug Fenofibrate, to corresponding alcohol in excellent selectivity, yield, and purity.