Reaktion #40674

Reaktionsgleichung

Ethyl isonipecotate

triethyl amine

Trimethylacetyl chloride

→

20a

Ausbeute 94.0%

Ethyl 1-pivaloylpiperidine-4-carboxylate

Ausbeute 94.0%

Lösungsmittel

dichloromethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto warm to rt
2. 2
   WaschenThe reaction mixture was washed with hydrochloric acid solution (1.0 M, aq), sodium bicarbonate (sat., aq.) and sodium chloride (sat., aq.)
3. 3
   TrocknenThe organic layer dried over magnesium sulfate
4. 4
   Filtrationfiltered
5. 5
   Sonstigethe solvent removed

Vorschrift

Ethyl isonipecotate (20 mL, 130 mmol) was dissolved in 130 mL of dichloromethane and cooled to 0° C. and triethyl amine (19.9 mL, 143 mmol) was added. Trimethylacetyl chloride (16.8 mL, 136 mmol) was added dropwise and the reaction was allowed to warm to rt and stirred for 16 h. The reaction mixture was washed with hydrochloric acid solution (1.0 M, aq), sodium bicarbonate (sat., aq.) and sodium chloride (sat., aq.). The organic layer dried over magnesium sulfate, filtered and the solvent removed to provide 29.5 g (94%) of 20a as a pale orange liquid. LC-MS m/z 242 [M+H]+.

Quelle