Реакция #57503

Уравнение реакции

hexane ethyl acetate

1,2,4-triazole

2-(3,5-dichlorophenoxy)-N-(1-chloro-6-methylhept-4-yn-6-yl) butyramide

potassium carbonate

→

required product

2-(3,5-dichlorophenoxy)-N-(6-methyl-1-(1,2,4-triazol-1-yl)-hept-4-yn-6-yl) butyramide

Растворители

water

ethyl acetate

N,N-dimethylformamide

Условия реакции

Обработка

1. 1
   Температураcooled to ambient temperature
2. 2
   Экстракцияextracted with ethyl acetate (three times)
3. 3
   Промывкаwashed with brine
4. 4
   Сушкаdried over magnesium sulphate
5. 5
   Другоеthen evaporated under reduced pressure
6. 6
   Другоеto give a yellow oil

Методика

To a stirred solution of 2-(3,5-dichlorophenoxy)-N-(1-chloro-6-methylhept-4-yn-6-yl) butyramide (0.59 g) in dry N,N-dimethylformamide (10 ml) containing anhydrous potassium carbonate (0.28 g) was added 1,2,4-triazole (0.10 g). The mixture was heated to 90° C. for 2.75 hours, cooled to ambient temperature, diluted with water and extracted with ethyl acetate (three times). The extracts were combined, washed with brine, dried over magnesium sulphate then evaporated under reduced pressure to give a yellow oil. The oil was fractionated by chromatography (silica; hexane/ethyl acetate, 2:1 by volume followed by ethyl acetate) to give the required product as a colourless oil, 0.16 g, 1H NMR (CDCl3) δ: 1.00-1.06(3H, t); 1.60(3H, s); 1.62(3H, s); 1.92-2.14(6H, m); 4.38-4.44(3H, m); 6.26(1H, s); 6.84(2H, s); 7.04(1H, s); 7.96(1H, s); 8.32(1H, s).

Источник