Reaktion #2348107

Reaktionsgleichung

Bromine

4-chloro-o-anisidine

→

4-chloro-5-bromo-2-aminoanisole

Ausbeute 33.4%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigequenched with NaOH
2. 2
   WaschenThe organic layer was washed with brine
3. 3
   Trocknendried over MgSO4
4. 4
   Einengenconcentrated
5. 5
   SonstigePurification by flash chromatography over silica gel (elution with 10% ethyl acetate in hexanes)

Vorschrift

Bromine (26.4 g) was added to a solution of 4-chloro-o-anisidine (23.55 g) in dichloromethane (400 mL) at room temperature. The resulting mixture was stirred for 10 hours and quenched with NaOH. The organic layer was washed with brine, dried over MgSO4, and concentrated. Purification by flash chromatography over silica gel (elution with 10% ethyl acetate in hexanes) gave 11.8 g (33%) of the desired 4-chloro-5-bromo-2-aminoanisole. 1H NMR (300 MHz, CDC13) d 6.94 (s, 1 H), 6.78 (s, 1 H), 3.83 (s, 3 H).

Quelle