Reaktion #91604

Reaktionsgleichung

LiAlH4

3-(5-(cyclohexylmethoxy)furan-2-yl)-3-hydroxypropanenitrile

NH3 MeOH CH2Cl2

→

3-amino-1-(5-(cyclohexylmethoxy)furan-2-yl)propan-1-ol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigegave
2. 2
   SonstigeYield (0.26 g, 46%)

Vorschrift

LiAlH4 reduction of 3-(5-(cyclohexylmethoxy)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 24 as a light yellow oil which solidified upon standing. Yield (0.26 g, 46%); 1H NMR (400 MHz, CD3OD) δ 6.11 (d, J=3.4 Hz, 1H), 5.10 (d, J=3.4 Hz, 1H), 4.56 (t, J=6.8 Hz, 1H), 3.79 (d, J=6.3 Hz, 2H), 2.65-2.77 (m, 2H), 1.82-1.96 (m, 2H), 1.66-1.82 (m, 6H), 1.15-1.37 (m, 3H), 1.00-1.13 (m, 2H); ESI-MS m/z 254.2 [M+H]+.

Quelle