Reacción #90893

Ecuación de reacción

Ethyl acetate

ammonium chloride

3-aminobicyclo[1.1.1]pentane-1-carboxylic acid

methyllithium

→

1-(3-aminobicyclo[1.1.1]pentan-1-yl)ethanone

Disolventes

THF

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.ADDITIONAfter addition
2. 2
   Otroorganic layer are separated
3. 3
   ExtracciónThe aqueous layer is extracted with ethyl acetate (3×1 mL)
4. 4
   SecadoThe combined organic layers are dried (Mg2SO4)
5. 5
   Concentraciónconcentrated
6. 6
   OtroThe residue is purified by a flash chromatography on silica gel (EtOAc/hexanes)

Procedimiento

To a solution of 3-aminobicyclo[1.1.1]pentane-1-carboxylic acid (1 mmol) in anhydrous THF (2 mL) at 0° C. under nitrogen is added a methyllithium (1.4 M in diethyl ether, 4 mmol) in a dropwise manner. After addition, the reaction mixture is slowly allowed to warm to room temperature (r.t.), stirred overnight, and treated with aqueous saturated ammonium chloride solution (4 mL). Ethyl acetate (2 mL) is added and organic layer are separated. The aqueous layer is extracted with ethyl acetate (3×1 mL). The combined organic layers are dried (Mg2SO4) and concentrated. The residue is purified by a flash chromatography on silica gel (EtOAc/hexanes) to give 1-(3-aminobicyclo[1.1.1]pentan-1-yl)ethanone.

Fuente