تفاعل #61197

معادلة التفاعل

imidazole-4-carbonitrile

2-(trimethylsilyl)ethoxymethyl chloride

K2CO3

acetone

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title compound

المردود 70.0%

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

المردود 70.0%

المذيبات

EtOAc

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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

المصدر