반응 #494376

반응 방정식

(2-chloropyridin-4-yl)methanol

tert-butyldimethylchlorosilane

imidazole

→

4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-chloropyridine

용매

DMF

water

반응 조건

후처리

1. 1
   세척washed 3× with water
2. 2
   건조dried over sodium sulfate
3. 3
   여과filtered
4. 4
   농축concentrated in vacuo
5. 5
   세척eluting with 0-15% EtOAc in hexanes

실험 절차

To a solution of (2-chloropyridin-4-yl)methanol (0.307 g, 2.14 mmol) in 20 mL of DMF at 0° C. under an atmosphere of nitrogen was added tert-butyldimethylchlorosilane (0.355 g, 2.35 mol) and imidazole (0.160 g, 2.35 mmol). After 1 h, the mixture was diluted with water, washed 3× with water, dried over sodium sulfate, filtered, and concentrated in vacuo. The resultant residue was subjected to silica gel chromatography eluting with 0-15% EtOAc in hexanes to provide 4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-2-chloropyridine that gave a mass ion (ES+) of 258.1 for [M+H]+.

출처