Реакция #1135834
ord-470e3ca4364144399d63742af1b622a4
Уравнение реакции
methyl 8-chloro-8-oxooctanoate
4-nitrobiphenyl-3-amine
triethylamine
→
methyl 8-(4-nitrobiphenyl-3-ylamino)-8-oxooctanoate
Выход 74.8%
Реагенты
Нет
Растворители
Условия реакции
Подробные условия
See reaction.notes.procedure_details.
Обработка
- 1Промывкаwashed with 1 N HCl, saturated sodium bicarbonate solution and brine
- 2КонцентрированиеThe separated organic layer was concentrated
- 3Другоеpurified by biotage column chromatography
Методика
To a solution of methyl 8-chloro-8-oxooctanoate (200 mg, 0.97 mmol) in DMF at 0° C. was added a solution of 4-nitrobiphenyl-3-amine (207 mg, 0.97 mmol) and triethylamine (0.46 mL, 3.3 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-nitrobiphenyl-3-ylamino)-8-oxooctanoate (279 mg)