Reaktion #91598

Reaktionsgleichung

LiAlH4

(E)-3-(4-(2-cyclohexylvinyl)furan-2-yl)-3-hydroxypropanenitrile

NH3 MeOH CH2Cl2

→

(E)-3-amino-1-(4-(2-cyclohexylvinyl)furan-2-yl)propan-1-ol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigegave
2. 2
   SonstigeYield (0.07 g, 53%)

Vorschrift

LiAlH4 reduction of (E)-3-(4-(2-cyclohexylvinyl)furan-2-yl)-3-hydroxypropanenitrile following the method used in Example 1 gave after flash chromatography purification (2%-20% 7N NH3/MeOH—CH2Cl2 gradient) Example 22 as a colorless oil. Yield (0.07 g, 53%); 1H NMR (400 MHz, CD3OD) δ 7.34 (s, 1H), 6.41 (s, 1H), 6.17 (d, J=17.2 Hz, 1H), 5.88 (dd, J=7.3, 16.1 Hz, 1H), 4.67 (t, J=6.9 Hz, 1H), 2.67-2.80 (m, 2H), 2.00-2.10 9m, 1H), 1.90-2.00 (m, 2H), 1.63-1.81 (m, 5H), 1.10-1.40 (m, 5H); RP-HPLC tR=10.42 min; ESI-MS m/z 232.2 [M−H2O+H]+.

Quelle