Reaktion #8526

Reaktionsgleichung

hydrogen

2,3, 4-Trifluoronitrobenzene

methyl pyruvate

magnesium sulfate

→

title compound

Ausbeute 97.4%

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

Ausbeute 97.4%

Lösungsmittel

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThen the liquid reaction mixture
2. 2
   Filtrationwas filtered through celite
3. 3
   EinengenThe 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
   Sonstigethe liquid reaction mixture
6. 6
   Filtrationwas filtered
7. 7
   SonstigeThe obtained organic layer was evaporated
8. 8
   Sonstigethe crystals thus precipitated
9. 9
   Filtrationwere filtered
10. 10
    Waschenwhile washing with hexane

Vorschrift

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.

Quelle