Hydrochloric Acid → HCID 20800561, compound

Participants

Reaction Steps

Acetic anhydride (25 mL, 260 mmol) was added to a solution of compound 1a (11.5 g, 58.8 mmol) in a mixture of pyridine (50 mL, 620 mmol) and toluene (200 mL). The reaction mixture was refluxed for 22 h. After cooling to rt, a solution of concentrated HCl (75 mL) in water (200 mL) was added, and the aqueous layer was extracted with ethyl acetate. The combined organic layers were washed with saturated sodium bicarbonate solution, dried over sodium sulfate, and concentrated in vacuo. The residue was recrystallized from absolute ethanol to afford compound 1b as tan needles (9.8 g, 76%). ESI-MS m/e 220.2 (M+1).

Provenance & Evidence