Reaktion #161210

Reaktionsgleichung

(4-tert-butyl-3-nitro-phenyl)-carbamic acid tert-butyl ester

→

(3-amino-4-tert-butyl-phenyl)-carbamic acid tert-butyl ester

Ausbeute 93.0%

Lösungsmittel

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   FiltrationAfter filtration
2. 2
   Einengenthe filtrate was concentrated
3. 3
   Sonstigethe residue was purified by column chromatograph (petroleum ether-EtOAc, 5:1)

Vorschrift

A suspension of (4-tert-butyl-3-nitro-phenyl)-carbamic acid tert-butyl ester (3.0 g, 10.19 mol) and 10% Pd—C (1 g) in MeOH (40 mL) was stirred under H2 (1 atm) at room temperature overnight. After filtration, the filtrate was concentrated and the residue was purified by column chromatograph (petroleum ether-EtOAc, 5:1) to give (3-amino-4-tert-butyl-phenyl)-carbamic acid tert-butyl ester (D-10) as a brown oil (2.5 g, 93%). 1H NMR (CDCl3) δ 7.10 (d, J=8.4 Hz, 1H), 6.92 (s, 1H), 6.50-6.53 (m, 1H), 6.36 (s, 1H), 3.62 (br s, 2H), 1.50 (s, 9H), 1.38 (s, 9H); ESI-MS 528.9 m/z (2M+H+).

Quelle