Ammonia → 2-Amino-3-cyclopropyl-2-methyl-propionitrile

To a solution of 1-cyclopropyl-propan-2-one (1.0 g, 10.2 mmol; CAN 4160-75-2) and aqueous ammonia (25% in water, 15 mL) in EtOH (10 mL) was added ammonium chloride (1.63 g, 30.61 mmol). The reaction mixture was stirred at ambient temperature for 1 hour. To this was added potassium cyanide (900 mg, 15.3 mmol) portion wise and the reaction mixture was stirred at ambient temperature for 12 h. Ice water (50 mL) was added and the mixture was extracted with ethyl acetate (3×50 mL). The organic phases were washed with ice water, combined, dried with Na2SO4 and concentrated in vacuo to give the title compound (0.8 g, 63%) as yellow oil. 1H-NMR (DMSO, 400 MHz): 0.14-0.16 (d, 6.4 Hz, 2H); 0.45-0.49 (d, 6.4 Hz, 2H); 0.78-0.85 (m, 1H); 1.39 (s, 3H); 1.46-1.51 (m, 1H), 1.53-1.63 (m, 1H); 2.52 (br s, 2H).

1. stirringthe reaction mixture was stirred at ambient temperature for 12 h
2. extractionthe mixture was extracted with ethyl acetate (3×50 mL)
3. washThe organic phases were washed with ice water
4. dry with materialdried with Na2SO4
5. concentrationconcentrated in vacuo

ORD-Eintrag

ord-600cf380d7fe4a6b9c62205ec1488999

Quelldatensatz

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09290451B2