Reaktion #90893

Reaktionsgleichung

Ethyl acetate

ammonium chloride

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

methyllithium

→

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

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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.

Quelle