Reaktion #82453

Reaktionsgleichung

Diethyl ethoxymethyleneoxalacetate

1-morpholinobutene

→

product

Ausbeute 57.0%

Diethyl 5-ethylpyridine-2,3-dicarboxylate

Ausbeute 57.0%

Lösungsmittel

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   EinengenThe solution is concentrated in vacuo, and ammonium acetate (50 g), ammonium hydroxide (10 mL), tetrahydrofuran (20 mL) and 95% ethanol (20 mL)
2. 2
   workup.ADDITIONare added
3. 3
   TemperaturThe solution is heated
4. 4
   Temperaturto reflux for 30 minutes
5. 5
   SonstigeThe reaction solution is then partitioned between water and ethyl acetate
6. 6
   TrocknenThe organic layer is dried over sodium sulfate
7. 7
   Einengenconcentrated in vacuo

Vorschrift

Diethyl ethoxymethyleneoxalacetate (3.17 g, 0.013 mol) is added to a solution of 1-morpholinobutene (1.84 g, 0.013 mol) dissolved in CH2Cl2 (40 mL) at 0°. The solution is concentrated in vacuo, and ammonium acetate (50 g), ammonium hydroxide (10 mL), tetrahydrofuran (20 mL) and 95% ethanol (20 mL) are added. The solution is heated to reflux for 30 minutes, then held at 3° for 72 hours. The reaction solution is then partitioned between water and ethyl acetate. The organic layer is dried over sodium sulfate and concentrated in vacuo to give the product (1.85 g, 0.0074 mol, 57%).

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