Réaction #8526

Équation de réaction

hydrogen

2,3, 4-Trifluoronitrobenzene

methyl pyruvate

magnesium sulfate

→

title compound

Rendement 97.4%

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

Rendement 97.4%

Solvants

methanol

Conditions de réaction

Traitement

1. 1
   AutreThen the liquid reaction mixture
2. 2
   Filtrationwas filtered through celite
3. 3
   ConcentrationThe 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
   Autrethe liquid reaction mixture
6. 6
   Filtrationwas filtered
7. 7
   AutreThe obtained organic layer was evaporated
8. 8
   Autrethe crystals thus precipitated
9. 9
   Filtrationwere filtered
10. 10
    Lavagewhile washing with hexane

Mode opératoire

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.

Source