Reacción #8526

Ecuación de reacción

hydrogen

2,3, 4-Trifluoronitrobenzene

methyl pyruvate

magnesium sulfate

→

title compound

Rendimiento 97.4%

Methyl 2-(2,3,4-trifluoroanilino)propionate

Rendimiento 97.4%

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   OtroThen the liquid reaction mixture
2. 2
   Filtraciónwas filtered through celite
3. 3
   ConcentraciónThe obtained filtrate was concentrated under reduced pressure and Florisil (100 g) and diethyl ether (700 ml)
4. 4
   workup.ADDITIONwere added to the residue
5. 5
   Otrothe liquid reaction mixture
6. 6
   Filtraciónwas filtered
7. 7
   OtroThe obtained organic layer was evaporated
8. 8
   Otrothe crystals thus precipitated
9. 9
   Filtraciónwere filtered
10. 10
    Lavadowhile washing with hexane

Procedimiento

2,3, 4-Trifluoronitrobenzene (100 g) and methyl pyruvate (57.6 g) were dissolved in methanol (1000 ml). After adding 5% Pd—C (20.0 g) and anhydrous magnesium sulfate (90 g), the mixture was stirred at room temperature in a hydrogen atmosphere for 16 hours. Then the liquid reaction mixture was filtered through celite to thereby eliminate Pd—C and magnesium sulfate. The obtained filtrate was concentrated under reduced pressure and Florisil (100 g) and diethyl ether (700 ml) were added to the residue. After stirring for 2 hours, the liquid reaction mixture was filtered. The obtained organic layer was evaporated and the crystals thus precipitated were filtered while washing with hexane. Thus the title compound (128.2 g) was obtained as slightly yellowish crystals.

Fuente