Acetic Acid → HCID 66649411, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 49 (238 mg, 0.42 mmol) in AcOH—H2O (5: 0.5 mL) was added NaNO2 over 10 min at −5° C. The resulting mixture was stirred at −5° C. for 1 hr, concentrated, and co-evaporated with toluene to give a purple solid, which was treated with acetic acid (5 mL) and Zn dust (460 mg, 7.04 mmol), and heated at 70° C. for 30 mm. The mixture was filtered through a Celite pad, and the filtrate concentrated to a slightly green solid, which was purified by silica gel column chromatography (CHCl3:MeOH=10:1 v/v) to give compound 50 (217 mg, 88%).

Provenance & Evidence