반응 #2348107

반응 방정식

Bromine

4-chloro-o-anisidine

→

4-chloro-5-bromo-2-aminoanisole

수율 33.4%

용매

dichloromethane

반응 조건

후처리

1. 1
   기타quenched with NaOH
2. 2
   세척The organic layer was washed with brine
3. 3
   건조dried over MgSO4
4. 4
   농축concentrated
5. 5
   기타Purification by flash chromatography over silica gel (elution with 10% ethyl acetate in hexanes)

실험 절차

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).

출처