Ester to Acid

(HCl)

Examples:

Example 1

A solution of the SM (15.23 g, 37.06 mmol) in conc. HCl (21.80 mL), H2O (68.6 mL), and dioxane (192.6 mL) was stirred at reflux for 5 h. The mixture was concentrated to half its volume (~130 mL), neutralized with sat aq NaHCO3 to PH = 8-9, and extracted with EtOAc (3 x 80 mL). The combined organics were back-extracted with H2O (80 mL). The combined aq layers were acidified to pH = 3 with conc. HCl and extracted with EtOAc (3 x 80 mL). The combined organics were dried (Na2SO4) and concentrated to provide the product as a brown oil. [7.00 g, 48%]

[Patent Reference: WO2015089337, page 206, (17.5 MB)]