Sodium hydride → HCID 53736268, compound

Participants

Reaction Steps

A total of 334. 75 g of malonic acid dibenzyl ester was dissolved in 1310 ml of dimethylformamide and treated in portions with 51.5 g of 55% sodium hydride which has been previously decanted once with anhydrous benzene. The mixture was stirred for 1.5 hours and then 241 g of isobutyl iodide added dropwise. After stirring for 65 hours, the mixture was evaporated under reduced pressure and the residue stirred with diethyl ether. After filtration of undissolved material, the diethyl ether solution was washed three times with water, dried over magnesium sulfate and evaporated under reduced pressure. The oily residue obtained was distilled twice in a high vacuum, which yields 314 g of pure isobutylmalonic acid dibenzyl ester as a light-yellow oil, boiling point 185°-188°/0.6 mm Hg.

Provenance & Evidence