HCID 131719364, compound → HCID 15608452, compound

Participants

Reaction Steps

2.80 g (3.68 mmol) of (12 ) were stirred with 1.8 g of zinc powder in 20 ml of 90% strength aqueous acetic acid at RT for 4 h; undissolved zinc was filtered off, and the filtrate was concentrated under reduced pressure. The residue was partitioned between EA and 1N KHSO4. The combined organic phases were dried (MgSO4) and concentrated under reduced pressure. The remaining resin was evaporated with toluene 3 times under reduced pressure. It was then taken up in 10 ml of 1N KHCO3, the solution was extracted twice with ether, and the ether phases were back-extracted twice with H2O. EA was added to the combined aqueous phases, which were acidified with 1N KHSO4 while cooling. The mixture was extracted twice more with EA, and the combined organic solutions were dried (MgSO4) and evaporated under reduced pressure. Yield: 2.25 g (3.5 mmol, 95%).

Provenance & Evidence