Reaktion #326465

Reaktionsgleichung

methyl 2-chloro-3-nitrobenzoate

→

title compound

Methyl 3-amino-2-chlorobenzoate

Lösungsmittel

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationThe catalyst was filtered
2. 2
   Einengenthe filtrate was concentrated under the reduced pressure to dryness
3. 3
   Sonstigeto give the crude product, which
4. 4
   Sonstigewas purified by recrystallization in EtOAc

Vorschrift

To a solution of methyl 2-chloro-3-nitrobenzoate (25 g, 116 mmol) in MeOH (150 mL) was added Raney Ni (3 g). The mixture was stirred under H2 atmosphere (50 psi at 25° C.) for 3.5 h. The catalyst was filtered, and the filtrate was concentrated under the reduced pressure to dryness to give the crude product, which was purified by recrystallization in EtOAc to afford the title compound (69 g, 83.5% yield, four batches combined). 1H NMR (400 MHz, CDCl3) δ ppm 6.70-7.25 (m, 3H), 4.40-4.50 (br, 2H), 3.87 (s, 3H).

Quelle