Реакция #2058

Уравнение реакции

2-[2,4-dichloro-5-(2-propynyloxy)-phenyl]-2,4-dihydro-5-(3-butenyl)-3H- 1,2,4-triazol-3-one

sodium carbonate

m-chloroperoxybenzoic acid

→

title compound

Выход 95.4%

2-[2,4-dichloro-5-(2-propynyloxy)phenyl]-2.4-dihydro-5-(3.4epoxybutyl)-3H- 1,2,4-triazol-3-one

Выход 95.4%

Растворители

dichloromethane

Условия реакции

Обработка

1. 1
   ФильтрацияThe mixture was filtered
2. 2
   Другоеthe filtrate was evaporated in vacuo

Методика

To a solution of 500 mg (1.48 mmol) of 2-[2,4-dichloro-5-(2-propynyloxy)-phenyl]-2,4-dihydro-5-(3-butenyl)-3H- 1,2,4-triazol-3-one in 20 mL of dichloromethane was added 172 mg (1.63 mmol) of sodium carbonate and 970 mg of m-chloroperoxybenzoic acid (50-60%, 2.81 mmol) in an ice bath. The reaction mixture was stirred at room temperature for 24h. The mixture was filtered and the filtrate was evaporated in vacuo to give 500 mg of the title compound of Step 3 as yellow solid. The crude product was used in the following reaction without further purification. 1H NMR (CDCl3, 400 MHz) δ 11.25 (s,1H), 7.55 (s,1H), 7.2 (s,1H), 4.8 (s,2H), 3.05 (m,1H), 2.8 (t,1H), 2.8 (t,2H), 2.6 (s,1H), 2.75 (d,1H), 2.2 (m,1H), 1.8 (m,1H).

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