Reacción #73865

Ecuación de reacción

sodium bicarbonate water

(S)-1-tert-butyl 2-ethyl 5-oxopyrrolidine-1,2-dicarboxylate

→

title compound

Rendimiento 97.0%

(S)-Ethyl-2-(tert-butoxycarbonylamino)-5-oxo-hexanate

Rendimiento 97.0%

Disolventes

tetrahydrofuran

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.WAITAfter stiffing for 2 hours at 0° C., to the mixture
2. 2
   Extracciónthe aqueous layer was extracted with ethyl acetate
3. 3
   LavadoThe organic layer was washed with brine
4. 4
   Secadodried over sodium sulfate
5. 5
   Concentraciónconcentrated under reduced pressure

Procedimiento

To a solution of (S)-1-tert-butyl 2-ethyl 5-oxopyrrolidine-1,2-dicarboxylate (7.00 g, 27.4 mmol) in tetrahydrofuran (100 mL) was added methyl Grignard reagent (3M in diethyl ether, 9.60 mL, 28.8 mmol) dropwise for 20 minutes at −78° C., and stirred for 1 hour. After stiffing for 2 hours at 0° C., to the mixture was added saturated sodium bicarbonate water dropwise, and the aqueous layer was extracted with ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate, and concentrated under reduced pressure to give the title compound (7.60 g, 26.5 mmol, 97%).

Fuente