title: Optical resolution and optimization of (R,S)-propranolol using dehydroabietic acid via diastereomeric crystallization.
abstract: The optical resolution of (R,S)-propranolol by the diastereomeric crystallization method was successfully performed using dehydroabietic acid (DHAA) as the resolving agent in methanol. The three important parameters: DHAA amount, solvent (methanol) amount, and crystallization temperature of diastereomeric salts were optimized employing the response surface methodology (RSM). When maintaining a lower limit of 95% for the purity of (S)-propranolol, the optimal resolution conditions were a DHAA/(R,S)-propranolol molar ratio of 1.1, solvent/(R,S)-propranolol ratio of 16.2 mL.g(-1) , and crystallization temperature of -5 °C. The desired (S)-propranolol was prepared with 94.8% optical purity and 72.2% yield under the optimal conditions.
authors.affiliation: School of Chemistry & Chemical Engineering, Guangxi University, Nanning, China.
authors.forename: Li
authors.initials: L
authors.lastname: Ge
authors.forename: Qiongqiong
authors.initials: Q
authors.lastname: Zhao
authors.forename: Kedi
authors.initials: K
authors.lastname: Yang
authors.forename: Shishi
authors.initials: S
authors.lastname: Liu
authors.forename: Fan
authors.initials: F
authors.lastname: Xia
keywords: dehydroabietic acid; optimization; propranolol; resolution; response surface methodology