Реакция #45802

Уравнение реакции

5-Amino-6-fluoro-4-methoxybiphenyl-3-carbonitrile

N-bromosuccinimide

→

compound

Выход 89.5%

5-Amino-2-bromo-6-fluoro-4-methoxybiphenyl-3-carbonitrile

Выход 89.5%

Растворители

acetic acid

Условия реакции

Обработка

1. 1
   Другоеthe solvent was evaporated away under reduced pressure
2. 2
   ПромывкаThe organic layer was washed with saturated brine
3. 3
   Сушкаdried over anhydrous sodium sulfate
4. 4
   ФильтрацияAfter filtration
5. 5
   Другоеthe solvent was evaporated away
6. 6
   Другоеthe resulting residue was purified by middle-pressure liquid chromatography (eluent, hexane:ethyl acetate=3:1)

Методика

5-Amino-6-fluoro-4-methoxybiphenyl-3-carbonitrile (I-234) (500 mg, 2.06 mmol) was dissolved in acetic acid (9.5 ml), and at room temperature, N-bromosuccinimide (441 mg, 2.48 mmol) was gradually added. After stirring under nitrogen atmosphere at room temperature for 1 hour, the solvent was evaporated away under reduced pressure. The residue was fractionated with ethyl acetate and aqueous 1M sodium hydroxide solution. The organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. After filtration, the solvent was evaporated away, and the resulting residue was purified by middle-pressure liquid chromatography (eluent, hexane:ethyl acetate=3:1) to obtain the entitled compound (592 mg, 89%) as a pale brown solid.

Источник