Reacción #1909783

Ecuación de reacción

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

lithium hydroxide

→

title compound

Rendimiento 45.3%

1-tert-Butoxycarbonyl-4-ethylisonipecotic acid

Rendimiento 45.3%

Disolventes

ethanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturathe mixture was refluxed
2. 2
   Temperaturaunder heating for 20 hours
3. 3
   ConcentraciónThen, the reaction mixture was concentrated
4. 4
   workup.ADDITIONwater was added to the residue
5. 5
   LavadoThe aqueous layer was washed with ether
6. 6
   Extracciónextracted with ether
7. 7
   SecadoThe organic layer was dried over anhydrous magnesium sulfate
8. 8
   Concentraciónconcentrated under reduced pressure

Procedimiento

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%).

Fuente