Imidazole → 1-[2-(2-methyl-1,3-dioxolan-2-yl)propyl]-1H-imidazole

Participants

Reaction Steps

A suspension of 29.0 g of imidazole and 23.1 g of sodium methoxide in 385 ml of dimethylformamide was stirred for 30 minutes and cooled in an ice bath as 85.8 g of 3-(2-methyl-1,3-dioxolan-2-yl)propyl bromide was added dropwise. The resulting mixture was maintained at room temperature for 30 minutes and heated to reflux for 1 hour. The solvent was evaporated in vacuo, the residue diluted with acetone and filtered. The filtrate was concentrated and the residue was distilled to afford 37.9 g (47%) of 1-[2-(2-methyl-1,3-dioxolan-2-yl)propyl]-1H-imidazole as a colorless oil, bp 102°-108° C./0.1 mm.

Provenance & Evidence