반응 #61197

반응 방정식

imidazole-4-carbonitrile

2-(trimethylsilyl)ethoxymethyl chloride

K2CO3

acetone

→

title compound

수율 70.0%

1-(2-Trimethylsilanyl-ethoxymethyl)-1H-imidazole-4-carbonitrile

수율 70.0%

용매

EtOAc

반응 조건

후처리

1. 1
   세척washed with water (20 mL) and brine (20 mL)
2. 2
   건조the organic layer dried over MgSO4
3. 3
   세척The crude product was eluted from a 20-g SPE cartridge (silica) with 30% EtOAc/hexane

실험 절차

A flask charged with imidazole-4-carbonitrile (0.50 g, 5.2 mmol) (Synthesis, 677 (2003)) 2-(trimethylsilyl)ethoxymethyl chloride (SEMCl) (0.95 mL, 5.3 mmol), K2CO3 (1.40 g, 10.4 mmol), and acetone (5 mL) was stirred for 10 h at RT. The mixture was diluted with EtOAc (20 mL) and washed with water (20 mL) and brine (20 mL) and the organic layer dried over MgSO4. The crude product was eluted from a 20-g SPE cartridge (silica) with 30% EtOAc/hexane to give 0.80 g (70%) of the title compound as a colorless oil. Mass spectrum (CI (CH4), m/z) Calcd. for C10H17N3OSi, 224.1 (M+H), found 224.1. b) 2-Bromo-1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole-4-carbonitrile

출처