Reaktion #62058

Reaktionsgleichung

2

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

perchloric acid

NaOH

→

3

Ausbeute 75.4%

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

Ausbeute 75.4%

Lösungsmittel

dioxane

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction was cooled
2. 2
   Filtrationfiltered
3. 3
   ExtraktionThe aqueous layer was extracted with DCM (4×30 ml)
4. 4
   Trocknendried over MgSO4
5. 5
   workup.ADDITIONThe organic layer was further treated with charcoal
6. 6
   Filtrationfiltered through celite
7. 7
   SonstigeThe dark yellow filtrate was evaporated in vacuo
8. 8
   Sonstigethe resulting solid was triturated with hexane (50 ml)
9. 9
   Sonstigedried

Vorschrift

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).

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