Nitrogen → 1-[5-(4-Nitro-pyrazol-1-ylmethyl)-furan-2-yl]-ethanone

Participants

Reaction Steps

In a flame dried round-bottomed flask equipped with a magnetic stir bar and under inert atmosphere (N2), a solution of 1-[5-(4-nitro-pyrazol-1-ylmethyl)-furan-2-yl]-ethanol (4.94 g, 20.82 mmol) in AcCN (200.0 mL) was treated at rt with MnO2 (12.07 g, 124.90 mmol) and the reaction mixture was stirred at rt overnight before being filtered through Celite. The solvent was removed under reduced pressure. Purification of the residue by FC (50:00 hept-EA) gave the title compound as a yellow solid. TLC: rf (50:50 hept-EA)=0.26. LC-MS-conditions 02: tR=0.83 min. 1H NMR (400 MHz, CDCl3) δ 2.47 (s, 3H), 5.41 (s, 2H), 6.60 (d, J=3.3 Hz, 1H), 7.17 (d, J=3.3 Hz, 1H), 8.10 (s, 1H), 8.25 (s, 1H).

Provenance & Evidence