반응 #2059

반응 방정식

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

potassium carbonate

→

title product

수율 36.8%

5,6,7,8-tetrahydro-2-[2,4-dichloro-5-(2-propynyloxy)phenyl]-6-hydroxy- 1,2,4-triazolo[4.3-α]pyridin-3(2H)-one

수율 36.8%

용매

acetonitrile

반응 조건

후처리

1. 1
   온도was warmed
2. 2
   온도at reflux for 2h
3. 3
   여과filtered
4. 4
   기타The filtrate was evaporated in vacuo
5. 5
   기타The crude product was purified by flash chromatography over silica gel
6. 6
   세척eluting with a 95:5 v
7. 7
   workup.ADDITIONv mixture of dichloromethane and methanol

실험 절차

A mixture of 500 mg (1.41 mmol) of 2-[2,4-dichloro-5-(2-propynyloxy)-phenyl]-2,4-dihydro-5-(3,4-epoxybutyl)-3H-1,2,4-triazol-3-one and 563 mg (4.08 mmol) of potassium carbonate in 20 mL of acetonitrile was warmed at reflux for 2h. The mixture was cooled to room temperature and filtered. The filtrate was evaporated in vacuo. The crude product was purified by flash chromatography over silica gel, eluting with a 95:5 v:v mixture of dichloromethane and methanol to give 184 mg of the title product of Step 4 as a pale yellow foam, 1H NMR (CDCl3, 400 MHz) δ 7.5 (s,1H), 7.15 (s,1H), 4.8 (s,2H), 4.45 (broad t,1H), 3.8 (m,2H), 3.0 (m,1H), 2.8 (m,1H), 2.6 (s,1H), 2.2 (s,1H), 2.15 (m,1H), 1.95 (m,1H).

출처