反応 #2058

反応方程式

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

収率 95.4%

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

収率 95.4%

溶媒

dichloromethane

反応条件

後処理

1. 1
   ろ過The mixture was filtered
2. 2
   その他the filtrate was evaporated in vacuo

実験手順

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).

出典