Réaction #1909783

Équation de réaction

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

lithium hydroxide

→

title compound

Rendement 45.3%

1-tert-Butoxycarbonyl-4-ethylisonipecotic acid

Rendement 45.3%

Solvants

ethanol

Conditions de réaction

Traitement

1. 1
   Températurethe mixture was refluxed
2. 2
   Températureunder heating for 20 hours
3. 3
   ConcentrationThen, the reaction mixture was concentrated
4. 4
   workup.ADDITIONwater was added to the residue
5. 5
   LavageThe aqueous layer was washed with ether
6. 6
   Extractionextracted with ether
7. 7
   SéchageThe organic layer was dried over anhydrous magnesium sulfate
8. 8
   Concentrationconcentrated under reduced pressure

Mode opératoire

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%).

Source