Reaktion #1909783

Reaktionsgleichung

1-tert-butoxycarbonyl-4-ethylisonipecotic acid ethyl ester

lithium hydroxide

→

title compound

Ausbeute 45.3%

1-tert-Butoxycarbonyl-4-ethylisonipecotic acid

Ausbeute 45.3%

Lösungsmittel

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was refluxed
2. 2
   Temperaturunder heating for 20 hours
3. 3
   EinengenThen, the reaction mixture was concentrated
4. 4
   workup.ADDITIONwater was added to the residue
5. 5
   WaschenThe aqueous layer was washed with ether
6. 6
   Extraktionextracted with ether
7. 7
   TrocknenThe organic layer was dried over anhydrous magnesium sulfate
8. 8
   Einengenconcentrated under reduced pressure

Vorschrift

To a solution of 1-tert-butoxycarbonyl-4-ethylisonipecotic acid ethyl ester (570 mg) in ethanol (10 ml) was added a 1M lithium hydroxide solution (8 ml), and the mixture was refluxed under heating for 20 hours. Then, the reaction mixture was concentrated, and water was added to the residue. The aqueous layer was washed with ether acidified with 1N hydrochloric acid, and extracted with ether. The organic layer was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to give the title compound (233 mg, yield 45%).

Quelle