Reaktion #451217

Reaktionsgleichung

lithium aluminum hydride

water

sodium hydroxide

water

5-oxo-1-(phenylmethyl)-N-(2,2,2-trifluoroethyl)-3pyrrolidinecarboxamide

→

1-(phenylmethyl)-N-(2,2,2-trifluoroethyl)-3-pyrrolidinemethanamine

Ausbeute 0.1%

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction was refluxed two hours
2. 2
   TemperaturThe reaction was cooled in an ice bath
3. 3
   FiltrationThe precipitated salts were filtered
4. 4
   Waschenwashed with hot ethanol
5. 5
   EinengenThe combined filtrates were concentrated under reduced pressure
6. 6
   Filtrationfiltered
7. 7
   Trocknendried over magnesium sulfate
8. 8
   SonstigeThe solvent was removed at reduced pressure

Vorschrift

A mixture of 8.50 g (28.3 mole) of 5-oxo-1-(phenylmethyl)-N-(2,2,2-trifluoroethyl)-3pyrrolidinecarboxamide in 100 ml tetrahydrofuran was added dropwise to 3.22 g (84.9 mmole) of lithium aluminum hydride in 50 ml tetrahydrofuran. The reaction was refluxed two hours, then stirred at room temperature overnight. The reaction was cooled in an ice bath and 3.2 ml of water, 3.2 ml of 15% sodium hydroxide, and 9.6 ml of water were added. The precipitated salts were filtered and washed with hot ethanol. The combined filtrates were concentrated under reduced pressure. The residue was taken up in dichloromethane, filtered, and dried over magnesium sulfate. The solvent was removed at reduced pressure to give 7.15 g of 1-(phenylmethyl)-N-(2,2,2-trifluoroethyl)-3-pyrrolidinemethanamine.

Quelle