Reaktion #44661

Reaktionsgleichung

(R)-1-hydroxylethyl-5-(3,4,5-trifluorophenyl)pyrrolidine-1-carboxylic acid t-butyl ester

hydrochloric acid ethyl acetate

→

titled compound

Ausbeute 98.7%

(R)-1-[(S)-5-(3,4,5-trifluorophenyl)-pyrrolidine-2-yl]ethanol

Ausbeute 98.7%

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeSolvent was removed by distillation under reduced pressure
2. 2
   workup.ADDITIONthe resultant product was diluted with 5 N aqueous sodium hydroxide and dichloromethane
3. 3
   SonstigeThe organic layer was partitioned
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   SonstigeSolvent was removed by distillation under reduced pressure

Vorschrift

To a solution of (S)-2-((R)-1-hydroxylethyl-5-(3,4,5-trifluorophenyl)pyrrolidine-1-carboxylic acid t-butyl ester (3.71 g) in ethyl acetate (20 mL) was added 4 N hydrochloric acid/ethyl acetate (26.8 mL), and the resultant solution was stirred at room temperature for 2 hours. Solvent was removed by distillation under reduced pressure, and the resultant product was diluted with 5 N aqueous sodium hydroxide and dichloromethane. The organic layer was partitioned and then dried over anhydrous magnesium sulfate. Solvent was removed by distillation under reduced pressure, to thereby obtain the titled compound (2.6 g). The physical properties of this crude product were as follows.

Quelle