Sulfuric Acid → HCID 71468009, compound

Participants

Reaction Conditions

Reaction Steps

A reaction flask was charged with codeine base (10.0 g, 33.4 mmol), water (10 mL), and EtOH (20 mL). The reaction mixture was agitated to form a suspension. The reactor was flushed with nitrogen and the reaction mixture was kept under nitrogen throughout the reaction. The reaction flask was charged with H2SO4 (98%, 1.8 mL, 33.4 mmol) and the catalyst (RuCl3.xH2O, 0.20 g). The reaction mixture was heated to reflux (80-82° C.) for 24 h. HPLC analysis indicated that 92% (area) hydrocodone was formed. The reaction mixture was cooled down overnight. Acetonitrile (30 mL) was added to the reaction mixture and the mixture was heated for 1 h. The pH of the reaction mixture was adjusted the pH to 2.5 with 50% NaOH. EtOH (90 mL) was added to the mixture, which as cooled down to 0-5° C. for 1 h. The mixture was filtered, and the solid was washed with 95% EtOH (2×15 mL). The solid was dried under vacuum at 65° C. for 18 h to give 8.32 g of hydrocodone sulfate as solids (purity>99% area).

Provenance & Evidence