Cyanide → HCID 19835675, compound

Participants

Reaction Conditions

Reaction Steps

2.0 g of 2,6-bis(bromomethyl)benzonitrile (F. Voegtle, P. Neumann, M. Zuber, Chem. Ber., 105, 2955 (1972)), prepared starting from 2,6-dimethylaniline by the Sandmayer reaction with cupreous cyanide and next by the bromination with N-bromosuccinimide,are dissolved in 2 ml of anhydrous N,N-dimethylformamide and added to the suspension of 1.24 g of sodium methylate in 10 ml of N,N-dimethylformamide at 0° C. After stirring the mixture for three hours at 0° C., the same is added with 20 ml of water and extracted with 120 ml of ethyl ether divided into three portions. The extracts, after drying with anhydrous sodium sulfate and evaporation to dryness, give a solid residue which, after sublimation at 100° C./0.04 Torr, gives 2,6-bis(methoxymethyl)benzonitrile with melting point 80°-81° C.; the yield obtained is 40%.

Provenance & Evidence