反応 #2348107

反応方程式

Bromine

4-chloro-o-anisidine

→

4-chloro-5-bromo-2-aminoanisole

収率 33.4%

溶媒

dichloromethane

反応条件

後処理

1. 1
   その他quenched with NaOH
2. 2
   洗浄The organic layer was washed with brine
3. 3
   乾燥dried over MgSO4
4. 4
   濃縮concentrated
5. 5
   その他Purification by flash chromatography over silica gel (elution with 10% ethyl acetate in hexanes)

実験手順

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).

出典