反应 #543588

反应方程式

tert-Butyl-{2-[2-(2-chloro-ethoxy)-ethoxy]-ethoxy}-dimethyl-silane

iodide

NaI

2-butanone

→

E-5-Ethoxy-pent-4-en-1-ol

反应条件

实验过程

tert-Butyl-{2-[2-(2-chloro-ethoxy)-ethoxy]-ethoxy}-dimethyl-silane was converted to the corresponding iodide by refluxing with 5 equiv of NaI in 2-butanone for 6 h. This was then alkynylated and deprotected by the same process described above to provide E-5-Ethoxy-pent-4-en-1-ol: 1H NMR (500 MHz) 4.02 (q, J=6.8, 2H, H2C(5″)); 3.74–3.70 (m, 2 H, HCO); 3.68–3.66 (m, 2H, HCO); 3.64–3.60 (m, 4H, HCO); 3.54 (t, J=7.3, 2H, H2CO)); 2.49 (t, J=6.3, 1H, OH); 2.41 (t, J 7.3, 2H, H2CO); 1.33 (t, J=7.3, 3H, H3C(6″)); 13C NMR (100 (M+NH4); 186.

来源