Hydrochloric Acid → 4-(4-Oxo-4-phenyl-butyryl)-benzoic acid

Participants

Reaction Conditions

Reaction Steps

4-(4-Oxo-4-phenyl-butyryl)-benzoic acid ethyl ester (3.22 g, 10.4 mmol) is dissolved in THF (100 mL) and an aqueous solution of KOH (15.6 mmol in 50 mL) is added. The reaction is stirred and heated (65° C.) for 6 h, whereupon HPLC analysis indicated the formation of a single product at the expense of the diketone. The reaction is neutralized with aqueous HCl and the THF removed in vacuo. The resulting solid is dissolved in EtOAc and the organic phase dried (Na2SO4), filtered and concentrated to afford 2.93 g (>99%) of the desired carboxylic acid (RT=0.90). LCMS confirmed the identity of the product (ES+Exact Mass: 282.09, Obs.: 283.48). This product is used without further purification.

Provenance & Evidence