Nitromethane → 1-Methyl-3-[2-(2-nitrophenyl)propoxycarbonyl]imidazolium triflate

Participants

Reaction Conditions

Reaction Steps

2.19 g N,N-carbonyldiimidazole (13.5 mmol) are dissolved in 40 ml absolute dichloromethane and 10 ml absolute nitromethane in a nitrogen atmosphere and cooled to 0° C. 3 ml trifluoromethanesulfonic acid methyl ester (27 mmol) are added and stirred at 0° C. After 30 minutes, a solution consisting of 1.22 g 2-(2-nitrophenyl)propanol (6.75 mmol) in 10 ml absolute dichloromethane are added. After a reaction time of 1 hour, the reaction solution can be used directly for acylation with 1.2 equivalents of the 5′-O-protected nucleoside building blocks.

Provenance & Evidence