Reaktion #90935

Reaktionsgleichung

2-aminocyclohex-1-enecarbonitrile

NaCNBH3

→

diastereomeric mixture

Ausbeute 78.6%

2-Aminocyclohexanecarbonitrile

Ausbeute 78.6%

Lösungsmittel

methanol

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenthe organic layer was washed with saturated NaHCO3, brine
2. 2
   Trocknendried over anhydrous Na2SO4
3. 3
   Einengenconcentrated

Vorschrift

To a cold solution of 2-aminocyclohex-1-enecarbonitrile (I-7a: 50 mg, 0.41 mmol) in methanol (3 mL) was added NaCNBH3 (103 mg, 1.64 mmol) and acetic acid (5 drops) at 0° C. The resulting mixture was stirred at room temperature for 16h. The reaction mixture was diluted with ethyl acetate and the organic layer was washed with saturated NaHCO3, brine, dried over anhydrous Na2SO4 and concentrated to afford 40 mg (78%) of diastereomeric mixture of 2-aminocyclohexanecarbonitrile (I-7b) as a gum.

Quelle