Ethyl 2-bromoisovalerate → HCID 86662504, compound

Participants

Reaction Steps

Under nitrogen atmosphere, 0.37 g of metallic potassium was added into 40 ml of absolute ethanol, to prepare potassium ethoxide. The prepared potassium ethoxide was added dropwise into a 100 ml flask containing 1.48 g of ethyl 3-methyl-2-cyanobutyrate. The reaction mixture was stirred at room temperature for 1 h, and then evaporated off the solvent to afford white solids. The white solids were dissolved in 25 ml of tetrahydrofuran, and then the resultant solution was slowly added dropwise into a solution of 2.2 g of ethyl 2-bromoisopentanoate in 30 ml of tetrahydrofuran, and the reaction mixture was heated to reflux for 9 h. Then the solvent was evaporated, to afford a mixture of yellow sticky liquid and pale yellow solids. To this mixture were added with 75 ml of diethyl ether and 20 ml of water, and an organic phase was separated. The organic phase was washed with 20 ml of 10% aqueous NaHCO3 solution twice, and then with water until the organic phase was neutral. The organic phase was dried over anhydrous magnesium sulfate over night, filtered, and evaporated off the solvent, to afford a yellow clear liquid. The yellow clear liquid was separated on a silica chromatographic column (eluent: petroleum ether and chloroform), to afford a pale yellow clear liquid.

Provenance & Evidence