Reaktion #516764

Reaktionsgleichung

2,4-dinitro-6-bromoaniline

tetraethyltin

→

2,4-dinitro-6-ethylaniline

Ausbeute 52.5%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeReaction mixture
2. 2
   Einengenwas concentrated in vacuc
3. 3
   Sonstigeyielding an oil which
4. 4
   Sonstigewas purified on silica gel column chromatography (CH2Cl2, neat)

Vorschrift

A solution of 2,4-dinitro-6-bromoaniline (1.6 g, 6.1 mmol), tetraethyltin (2.4 ml, 12.2 mmol) and Cl2Pd(PPh3)2 (100 mg) in 10 ml of DMF was stirred at 140° C. for 12 h. Reaction mixture was concentrated in vacuc, yielding an oil which was purified on silica gel column chromatography (CH2Cl2, neat) to provide 0.68 g (3.2 mmol, 33%) of 2,4-dinitro-6-ethylaniline, which was converted to the diamine (0.45 g, 95%) on hydrogenation (H2/Pd—C).

Quelle