Reacción #802022

Ecuación de reacción

water

methyl 2,4-dibromobutanoate

4-nitro-1H-pyrazole

sodium hydride

→

title compound

Rendimiento 60.7%

methyl 1-(4-nitro-1H-pyrazol-1-yl)cyclopropanecarboxylate

Rendimiento 60.7%

Disolventes

N,N-dimethylacetamide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for 10 hr
2. 2
   Extracciónthe reaction mixture was extracted with ethyl acetate
3. 3
   LavadoThe obtained organic layer was washed with saturated brine
4. 4
   Secadodried over anhydrous magnesium sulfate
5. 5
   Otrothe solvent was evaporated under reduced pressure
6. 6
   OtroThe residue was purified by silica gel column chromatography (hexane/ethyl acetate)

Procedimiento

To a solution of 4-nitro-1H-pyrazole (3.0 g) in N,N-dimethylacetamide (30 mL) was added sodium hydride (60% in mineral oil, 1.2 g) in an ice bath, and the mixture was stirred at the same temperature for 30 min. To the reaction mixture was added methyl 2,4-dibromobutanoate (6.9 g) in an ice bath, and the mixture was stirred at room temperature for 10 hr. The reaction mixture was poured into water, and the reaction mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate) to give the title compound (3.4 g).

Fuente