Reaktion #91588

Reaktionsgleichung

Example 13

methyl 6-(cyclohexylmethoxy)picolinate

LiAlH4

(E)-2-(4-(2-cyclohexylvinyl)thiophen-2-yl)-2-hydroxyacetonitrile

NH3 MeOH CH2Cl2

→

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

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigegave
2. 2
   SonstigeYield (0.44 g, 36%)

Vorschrift

LiAlH4 reduction of (E)-2-(4-(2-cyclohexylvinyl)thiophen-2-yl)-2-hydroxyacetonitrile following the method used in Example 3 gave after flash chromatography purification (20%-30% 7N NH3/MeOH—CH2Cl2 gradient) Example 13 as a light yellow oil. Yield (0.44 g, 36%); 1H NMR (400 MHz, DMSO-d6) δ 7.19 (s, 1H), 7.13 (s, 1H), 6.25 (d, J=16.8 Hz, 1H), 5.98 (dd, J=16.0, 6.4 Hz, 1H), 4.84 (t, J=6.0 Hz, 1H), 2.72-2.58 (m, 2H), 2.24-2.08 (m, 1H), 1.78-1.58 (m, 7H), 1.38-1.02 (m, 5H); RP-HPLC tR=10.49 min; ESI-MS m/z 219.1.2 [M+H]+.

Quelle