Chloride → HCID 58960754, compound

Participants

Reaction Steps

A three-neck flask under nitrogen is charged with 100 mL toluene and 1 gm of cyanomethylbromide (CNCH2Br) and cooled with an ice bath. A slight molar excess of Mg is added to the toluene and the mixture stirred until completion of formation of the Grignard reagent. A molar equivalent of 2-adamantanone is then added to the reaction mixture and stirring continued for 30 minutes or more while warming to room temperature. The reaction mixture is then again cooled with an ice bath and a slight molar excess of methacrylol chloride is added dropwise. When the acid chloride addition is complete, the ice bath is removed and stirring continued at room temperature until reaction completion. The resulting 2-cyanomethyl-2-adamantyl methacrylate can be isolated and purified by extraction and/or chromatography.

Provenance & Evidence