Reacción #156649

Ecuación de reacción

TMEDA

sec-butyllithium

THF

4-chloro-piperidine-1-carboxylic acid tert-butyl ester

THF

→

2-Aza-bicyclo[3.1.0]hexane-2-carboxylic acid tert-butyl ester

Disolventes

water

Ethyl acetate

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGThe reaction mixture was stirred for 2 h at −78° C.
2. 2
   Otroto return slowly to room temperature
3. 3
   Extracciónthe aqueous phase was extracted several times with ethyl acetate
4. 4
   Secadodried over sodium sulfate
5. 5
   Otrothe solvent was removed in vacuum

Procedimiento

TMEDA (0.11 mL) was slowly added dropwise at −78° C. to a mixture of sec-butyllithium (1.4 M; 0.52 mL) and THF (1.8 mL). Then it was stirred for a further 30 min at −78° C. and then a solution of 4-chloro-piperidine-1-carboxylic acid tert-butyl ester (160 mg) in a little THF was slowly added dropwise. The reaction mixture was stirred for 2 h at −78° C., then it was allowed to return slowly to room temperature. Ethyl acetate and water were added to the reaction mixture and the aqueous phase was extracted several times with ethyl acetate. The organic phases were combined, dried over sodium sulfate and the solvent was removed in vacuum.

Fuente