Реакция #1135829

Уравнение реакции

methyl 8-chloro-8-oxooctanoate

4-bromo-2-nitroaniline

triethylamine

→

methyl 8-(4-bromo-2-nitrophenylamino)-8-oxooctanoate

Выход 81.2%

Растворители

DMF

DMF

ethyl acetate

Условия реакции

Обработка

1. 1
   Промывкаwashed with 1 N HCl, saturated sodium bicarbonate solution and brine
2. 2
   КонцентрированиеThe separated organic layer was concentrated
3. 3
   Другоеpurified by biotage column chromatography

Методика

To a solution of methyl 8-chloro-8-oxooctanoate (229 mg, 1.11 mmol) in DMF at 0° C. was added a solution of 4-bromo-2-nitroaniline (200 mg, 0.922 mmol) and triethylamine (0.37 mL, 2.77 mmol) in DMF drop-wise. The reaction was stirred overnight at room temperature, diluted with ethyl acetate and washed with 1 N HCl, saturated sodium bicarbonate solution and brine. The separated organic layer was concentrated and purified by biotage column chromatography to give methyl 8-(4-bromo-2-nitrophenylamino)-8-oxooctanoate (290 mg)

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