Hydrochloric Acid → HCID 20230749, compound

Participants

Reaction Conditions

Reaction Steps

A suspension of the compound of example 15 (2.6 g, 6.8 mmole) in 35 mL dry THF was stirred under N2 at room temperature as BH3.THF (1M solution, 26.7 mL) was added. The reaction mixture was stirred at reflux for 21/2 hrs. After cooling to 0° C., 30 mL methanolic HCl was added. The reaction mixture was stirred at reflux for 6 hours and at room temperature for 18 hours. The solution was evaporated (in vacuo) to dryness and water was added. After two neutral Et2O extracts, the aqueous layers were basified with 1N KOH and extracted three times with CH2Cl2. The combined basic extracts were washed with water, saturated aqueous NaCl, dried (MgSO4), filtered, evaporated, converted to the HCl salt, and dried (in-vacuo) to obtain a gray foam which was crystallized from Et2O/EtOH to yield 1.71 g white solid (57%); mp 233°-5° C.; M+ 366 .

Provenance & Evidence