تفاعل #2059

معادلة التفاعل

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

المردود 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

المردود 36.8%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةwas warmed
2. 2
   درجة الحرارةat reflux for 2h
3. 3
   ترشيحfiltered
4. 4
   أخرىThe filtrate was evaporated in vacuo
5. 5
   أخرىThe crude product was purified by flash chromatography over silica gel
6. 6
   غسيلeluting with a 95:5 v
7. 7
   workup.ADDITIONv mixture of dichloromethane and methanol

الإجراء التجريبي

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).

المصدر