Reaktion #40675

Reaktionsgleichung

20a

Ethyl 1-pivaloylpiperidine-4-carboxylate

Lithium aluminum hydride

→

desired product

Ausbeute 97.0%

(1-neopentylpiperidin-4-yl)methanol

Ausbeute 97.0%

Lösungsmittel

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto warm to rt
2. 2
   SonstigeThe reaction was quenched by slow addition of sodium sulfate hydrated crystals (Na2SO4.10H2O) until there
3. 3
   workup.ADDITIONbubbling on addition
4. 4
   FiltrationThe mixture was filtered through Celite®
5. 5
   Waschenthe Celite® washed with diethyl ether
6. 6
   SonstigeThe solvent was removed from the filtrate

Vorschrift

20a (29.5 g, 122 mmol) was dissolved in 200 mL of tetrahydrofuran and cooled to 0° C. Lithium aluminum hydride (s) (10.6 g, 279 mmol) was added slowly and the reaction was allowed to warm to rt and stirred for 24 h. The reaction was quenched by slow addition of sodium sulfate hydrated crystals (Na2SO4.10H2O) until there was no bubbling on addition followed by 20 mL of water. The mixture was filtered through Celite®, and the Celite® washed with diethyl ether. The solvent was removed from the filtrate to provide 20 g (97%) of the desired product as a white solid. 1H NMR (400 MHz, CDCl3).

Quelle