Reacción #62058

Ecuación de reacción

2

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

perchloric acid

NaOH

→

3

Rendimiento 75.4%

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

Rendimiento 75.4%

Disolventes

dioxane

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe reaction was cooled
2. 2
   Filtraciónfiltered
3. 3
   ExtracciónThe aqueous layer was extracted with DCM (4×30 ml)
4. 4
   Secadodried over MgSO4
5. 5
   workup.ADDITIONThe organic layer was further treated with charcoal
6. 6
   Filtraciónfiltered through celite
7. 7
   OtroThe dark yellow filtrate was evaporated in vacuo
8. 8
   Otrothe resulting solid was triturated with hexane (50 ml)
9. 9
   Otrodried

Procedimiento

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).

Fuente