Hydrochloric Acid → HCID 59180407, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 41 (143.0 mg; 0.32 mmol) in tetrahydrofuran (6 mL) was added aqueous hydrochloric acid (6 mL; 12 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 layer was separated, dried over magnesium sulfate, filtered and concentrated under reduced pressure to yield an orange oil residue which was purified by automated silica gel column chromatography (Biotage®) eluting with ethyl acetate/hexanes (0 to 40% v/v over 400 mL gradient elution) to yield the title product as a clear oil (80.0 mg).

Provenance & Evidence