Methyl iodide → HCID 178484001, compound

Participants

Reaction Steps

A solution of 7.2 g (0.019 mol) of benzyl [[trans-4-(2-benzimidazolyl)cyclohexyl]methyl]methylcarbamate in 160 ml of dimethylformamide is treated at 15°-20° under argon with 0.023 mol of sodium hydride (1.0 g of a 55% dispersion in mineral oil) and thereupon stirred at room temperature for a further 30 minutes. A solution of 2.3 ml (0.038 mol) of methyl iodide in 10 ml of dimethylformamide is added thereto at 15°-20° within 15 minutes and the mixture is stirred at room temperature for a further 3 hours. After concentration under reduced pressure the residue is partitioned between ice-water and ethyl acetate. The organic phase, dried over sodium sulphate, is evaporated and the solid residue is recrystallized from ethyl acetate/ether. There are obtained 5.9 g (79%) of benzyl [[trans-4-(1-methyl-2-benzimidazolyl)cyclohexyl]methyl]methylcarbamate, m.p. 141°-142°, as a colourless crystalline powder.

Provenance & Evidence