반응 #735640

반응 방정식

( 2 )

N-(5-phenyl-2-oxazolylmethyl)formamide

phosphorus oxychloride

→

( 3 )

2-phenylimidazo[5,1-b]oxazole

용매

toluene

반응 조건

후처리

1. 1
   온도the resulting solution was heated at 90° overnight
2. 2
   기타Then, the solvent was removed in vacuo
3. 3
   workup.ADDITIONthe residue carefully diluted with 50 ml water
4. 4
   추출extracted with 4×50 ml portions of methylenechloride
5. 5
   세척The combined organic extracts were washed with brine
6. 6
   기타dried
7. 7
   기타the solvent removed in vacuo
8. 8
   기타to give a dark gum
9. 9
   기타This was purified by chromatography on silica gel eluting with methylene chloride (97%)-isopropanol (3%)

실험 절차

To 0.6 g (3 mmol) (2) in 15 ml toluene was added dropwise 1 ml phosphorus oxychloride and the resulting solution was heated at 90° overnight. Then, the solvent was removed in vacuo and the residue carefully diluted with 50 ml water. This solution was made basic with 40% NaOH solution and extracted with 4×50 ml portions of methylenechloride. The combined organic extracts were washed with brine, dried and the solvent removed in vacuo to give a dark gum. This was purified by chromatography on silica gel eluting with methylene chloride (97%)-isopropanol (3%) to give pure (3) as a waxy, tan solid, m.p. 128°-131° (dec).

출처