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ChemicalBook CAS DataBase List BENZYL-PROP-2-YNYL-AMINE

BENZYL-PROP-2-YNYL-AMINE synthesis

11synthesis methods
-

Yield: 94%

Reaction Conditions:

with potassium carbonate in acetonitrile at 90; for 12 h;Inert atmosphere;

Steps:

V-Benzylprop-2-yn-l-amine (SZV-1915/2)
-Benzylprop-2-yn-l-amine (SZV-1915/2) (Gruit M et al, Org. Biomol. Chem., 2011, 9, 1148-1 159) A suspension of (bromomethyl)benzene (5.8 ml, 48.6 mmol), prop-2-yn-l -amine (10.0 ml, 145.0 mmol) and K2C03 (8.0 g, 58.3 mmol) in anhydrous CH3CN (150.0 ml) was stirred at 90 °C under argon for 12 h. After filtration, the solvent was removed in vacuo. The residue was purified by flash chromatography on silica gel (-hexane:EtOAc 10:1). Pale yellow oil (6.50 g, 94%). NMR (400 MHz, Chloroform-c ) δ 7.37-7.23 (m, 5H, Ar-H), 3.88 (s, 2H, CH2), 3.42 (d, 7=2.4 Hz, 2H, CH2), 2.26 (t, J=2.4 Hz, 1H,≡CH).

References:

SEMMELWEIS EGYETEM;AGENCY FOR SCIENCE, TECHNOLOGY AND RESEARCH;MÁTYUS, Péter;HULEATT, Paul;LL CHAI, Christina;SPERLÁGH, Beáta;KHOO, Mui Ling;MAGYAR, Kálmán;PAPP-BEHR, Ágnes;DEME, Ruth;TÚRÓS, György;GYIRES, Klára WO2015/87094, 2015, A1 Location in patent:Page/Page column 147

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