Chloride → HCID 426634, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 4-methylimidazole (8.2 g, 0.1M), anhydrous potassium carbonate (13.8 g, 0.1M), potassium hydroxide (5.6 g, 0.1 M) and tetrabutylammonuim chloride (1.13 g, 3.51 mM) in methylene chloride (170 ml) at 0° C. was treated with ethyl 2-bromoacetate (8.35 g, 50 mM). The mixture was stirred at 0° C. for 1 hour and at ambient temperature, for 18 hours. It was then filtered and evaporated to dryness. The product was purified on silica using ethylacetate as eluant to give ethyl 4-methylimidazol-1-ylacetate and ethyl 5-methylimidazol-1-ylacteate (6.89 g, 82%) as a 2:1 mixture.

Provenance & Evidence