Реакция #332433
ord-ad78dcd5cbea40f6a6dfa0e99ef96b13
Уравнение реакции
HCl
Potassium hydroxide
5-fluoro-1H-indole-2,3-dione
1-(3-Bromophenyl)-1-propanone
→
2-(3-bromophenyl)-6-fluoro-3-methyl-4-quinolinecarboxylic acid
Выход 98.0%
Реагенты
Нет
Растворители
Условия реакции
Подробные условия
See reaction.notes.procedure_details.
Обработка
- 1Температураthe mixture was heated
- 2Температураto reflux for 1 h
- 3ФильтрацияThe solid was collected by filtration
- 4Промывкаwashed with water
- 5Другоеdried
Методика
Potassium hydroxide (19.98 g, 356 mmol) was added to a suspension of 5-fluoro-1H-indole-2,3-dione (10 g, 59.4 mmol) in ethanol (96 mL). 1-(3-Bromophenyl)-1-propanone (13.91 g, 65.3 mmol) was added and the mixture was heated to reflux for 1 h. The reaction mixture was cooled to room temperature and acidified to pH 3 with concentrated HCl. The solid was collected by filtration, washed with water, and dried to afford 2-(3-bromophenyl)-6-fluoro-3-methyl-4-quinolinecarboxylic acid (20.9 g, 98% yield). This material was used without further purification. MS (m/z) 360.0 (M+H+).