تفاعل #2348107

معادلة التفاعل

Bromine

4-chloro-o-anisidine

→

4-chloro-5-bromo-2-aminoanisole

المردود 33.4%

المذيبات

dichloromethane

ظروف التفاعل

المعالجة

1. 1
   أخرىquenched with NaOH
2. 2
   غسيلThe organic layer was washed with brine
3. 3
   تجفيفdried over MgSO4
4. 4
   تركيزconcentrated
5. 5
   أخرىPurification by flash chromatography over silica gel (elution with 10% ethyl acetate in hexanes)

الإجراء التجريبي

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).

المصدر