Methanol → HCID 131729625, compound

Participants

Reaction Steps

4-(tert-Butyl-dimethyl-silanyloxymethyl)-1-trityl-1H-imidazole (11.1 g, 24.4 mmol) and 2-cyanobenzyl bromide (5.02 g, 25.62 mmol) in acetonitrile (100 mL) are heated to 60° C. overnight, whereupon diethylamine (30 mL) is added. After 30 min, methanol (2 mL) is added. After 30 min the volatiles are removed in vacuo. The residue is taken up in dichloromethane and washed with water. The organic layer is dried over Na2SO4 and concentrated in vacuo. The residue is purified by silica gel flash chromatography (elution with dichloromethane-methanol, 49:1) to yield partially purified 2-[5-(tert-butyl-dimethyl-silanyloxymethyl)-imidazol-1-ylmethyl]-benzonitrile which is used in the next step without further purification; MS (ESI) m/z 328.2 (M+H).

Provenance & Evidence