Reaktion #802022

Reaktionsgleichung

water

methyl 2,4-dibromobutanoate

4-nitro-1H-pyrazole

sodium hydride

→

title compound

Ausbeute 60.7%

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

Ausbeute 60.7%

Lösungsmittel

N,N-dimethylacetamide

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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).

Quelle