반응 #740588

반응 방정식

4-oxo-4,5-dihydrothieno[3,2-c]pyridine

phosphorus oxychloride

→

4-Chlorothieno[3,2-c]pyridine

용매

반응 조건

후처리

1. 1
   온도The reaction mixture was then refluxed for 2.5 hours
2. 2
   온도cooled
3. 3
   workup.ADDITIONcautiously poured
4. 4
   추출extracted with dichloromethane (3×400 mL)
5. 5
   건조dried (MgSO4)
6. 6
   여과filtered
7. 7
   농축concentrated in vacuo to a solid which
8. 8
   기타was recrystallized from acetonitrile (400 mL)
9. 9
   기타affording 101 g (85%) of light yellow solid, m.p. 91°

실험 절차

Finely divided 4-oxo-4,5-dihydrothieno[3,2-c]pyridine (105.6 g, 0.69 mole) was stirred while being treated dropwise with phosphorus oxychloride (321.5 g, 2.1 mole) at 0°. The reaction mixture was then refluxed for 2.5 hours, cooled, and cautiously poured onto crushed ice (1000 mL). The resulting solution was stirred for 30 minutes and extracted with dichloromethane (3×400 mL). The organic portions were combined, dried (MgSO4), filtered, and concentrated in vacuo to a solid which was recrystallized from acetonitrile (400 mL) affording 101 g (85%) of light yellow solid, m.p. 91°.

출처