반응 #55319

반응 방정식

4-hydroxypyridine

dimethyl sulfoxide

Propargyl chloride

→

4-(propynyloxy)pyridine

수율 3.6%

용매

water

반응 조건

후처리

1. 1
   온도the mixture heated at 50° for 6 hrs
2. 2
   추출extracted two times with ether
3. 3
   추출The combined ether extract
4. 4
   기타was dried
5. 5
   여과filtered
6. 6
   농축concentrated as before

실험 절차

To a solution of 20.0 g (0.21 mole) 4-hydroxypyridine and 200 ml dimethyl sulfoxide was added 102 g (0.1 mole) silver carbonate. Propargyl chloride (22.5 g, 0.3 mole) was added to this suspension and the mixture heated at 50° for 6 hrs. After cooling to room temperature, the reaction mixture was diluted with water and extracted two times with ether. The combined ether extract was dried, filtered and concentrated as before to give 1.0 g of 4-(propynyloxy)pyridine. The product was 95% pure by vpc. The nmr and ir were compatible with the structure.

출처