반응 #62058

반응 방정식

2

5,5-Dichloro-1-morpholin-4-yl-pent-4-ene-1,3-dione

perchloric acid

NaOH

→

3

수율 75.4%

2-Chloro-6-morpholin-4-yl-pyran-4-one

수율 75.4%

용매

dioxane

반응 조건

후처리

1. 1
   온도The reaction was cooled
2. 2
   여과filtered
3. 3
   추출The aqueous layer was extracted with DCM (4×30 ml)
4. 4
   건조dried over MgSO4
5. 5
   workup.ADDITIONThe organic layer was further treated with charcoal
6. 6
   여과filtered through celite
7. 7
   기타The dark yellow filtrate was evaporated in vacuo
8. 8
   기타the resulting solid was triturated with hexane (50 ml)
9. 9
   기타dried

실험 절차

To a suspension of 2 (11.3 g, 44.9 mmol) in dioxane was added perchloric acid (11.4 ml, 0.14 mol) and the reaction was heated at 90° C. under N2 for 1 hour. The reaction was cooled, neutralised with 2M NaOH (75 ml) and filtered. The aqueous layer was extracted with DCM (4×30 ml) and the organic layers were combined and dried over MgSO4. The organic layer was further treated with charcoal and filtered through celite. The dark yellow filtrate was evaporated in vacuo, and the resulting solid was triturated with hexane (50 ml) and dried to give 3 (7.3 g, 75%) as a light yellow powder. m/z (LC-MS, ESP): 216 (M++1). 1H-NMR (300 MHz, DMSO-d6): 3.3 (t, 4H), 3.65 (t, 4H), 5.4 (d, 1H), 6.25 (d, 1H).

출처