2,6-Diethylaniline → HCID 178436232, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2,6-diethylaniline (0.106 mL, 0.66 mmol) in 5 mL of anhydrous THF under argon, 1M solution of LiN(TMS)2 in THF (0.660 mL, 0.66 mmol) at 0° C. was added dropwise. The mixture was stirred at 0° C. for 0.5 h then ethyl 8-oxo-1,4,5,6,7,8-hexahydrocyclohepta[c]pyrazole-3-carboxylate (0.050 g, 0.22 mmol) in 5 mL of anhydrous THF at 0° C. were added dropwise. Ice bath was removed and the mixture was stirred at room temperature for 1 h. Water (20 mL) was added and the mixture was extracted with AcOEt (2×30 mL). The organic layer was dried over anhydrous Na2SO4 and the solvent evaporated to dryness. The crude solid was purified by flash chromatography on silica gel (eluant: AcOEt/hexane 2/8) to afford 0.055 g (80% yield) of the title compound.

Provenance & Evidence