Hydrochloric Acid → HCID 59180387, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 13 (150.0 mg; 0.30 mmol) in tetrahydrofuran (6 mL) was added aqueous hydrochloric acid (1.0 mL; 2.0 mmol; 2N). The reaction mixture was heated at 75° C. for 4 hours, and then additional aqueous hydrochloric acid (3.0 mL; 6N) was added and the reaction mixture further heated at reflux for 4-5 hours. The reaction mixture was allowed to cool to room temperature and then extracted with ethyl acetate (15 mL). The organic phase was dried over magnesium sulfate and filtered. The filtrate was concentrated under reduced pressure and the resulting white solid residue was purified by automated silica gel column chromatography (Biotage®) eluting with ethyl acetate/hexanes (0 to 30% v/v over 400 mL gradient elution) to give the title product as a clear oil (50.9 mg).

Provenance & Evidence