Hydrochloric Acid → 3-(4-nitro-1H-pyrazol-1-yl)propanal

Participants

Reaction Conditions

Reaction Steps

To a solution of 1-(3,3-dimethoxypropyl)-4-nitro-1H-pyrazole (1.00 g, 4.65 mmol) in THF (20 mL), a 2N aq. HCl-solution (22 mL, 44 mmol) was added dropwise. After stirring at 80° C. for 10 min, the reaction mixture was allowed to reach rt, then sat. aq. NaHCO3-solution was added to the reaction mixture and the solvent was removed under reduced pressure. The remaining aq. layer was extracted with EtOAc (2×). The combined org. layers were dried (MgSO4), filtered and the solvent was removed under reduced pressure to yield 3-(4-nitro-1H-pyrazol-1-yl)propanal as yellow oil which was used in the next step without further purification. LC-MS conditions B: tR=0.33 min, [M+H]+=no ionization.

Provenance & Evidence