Reaktion #217448

Reaktionsgleichung

ethyl acetoacetate

piperidine

stearylamine

ethyl cyanoacetate

hydrochloric acid

→

beige powder

Ausbeute 65.7%

Stearyl Pyridone

Ausbeute 65.7%

Lösungsmittel

dimethylformamide

methanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeInto a 2 liter Erlenmeyer flask equipped
2. 2
   TemperaturThe mixture was heated to 120° C. for 4 hours
3. 3
   Temperaturto cool to room temperature
4. 4
   workup.STIRRINGto stir for 10 minutes
5. 5
   Filtrationwas then filtered
6. 6
   Waschenwashed with 3×200 milliliter portions of methanol
7. 7
   Sonstigedried at 60° C.

Vorschrift

Into a 2 liter Erlenmeyer flask equipped with magnetic stirring was charged stearylamine (118 g, 0.44 mol; obtained from Sigma-Aldrich) and ethyl cyanoacetate (ECA, 45.2 grams, 0.4 mol). The mixture was heated to 120° C. for 90 minutes, after which ethyl acetoacetate (EAA, 114 grams, 0.88 mol), piperidine (PIP; 70 grams, 0.82 mol), and dimethylformamide (DMF; 140 milliliters) were added. The mixture was heated to 120° C. for 4 hours. The mixture was then allowed to cool to room temperature and was poured slowly into well stirred methanol (1,200 milliliters), which contained concentrated hydrochloric acid (100 milliliters). The resulting suspension was allowed to stir for 10 minutes, and was then filtered and washed with 3×200 milliliter portions of methanol. The resulting solid was oven dried at 60° C. to give 91.3 grams of a beige powder at 57 percent yield.

Quelle