Dimethylformamide → HCID 20536520, compound

Participants

Reaction Steps

To a solution of 16.5 g of ethyl 3-fluorobenzoate in 150 ml. of dry N,N-dimethylformamide is added 4.12 g of sodium hydride (56% in oil) and 27.7 g of 1-bromotetradecane. The mixture is heated on a steam bath until hydrogen evolution began and then chilled briefly to control the reaction. After the sodium hydride has reacted, the mixture is heated on a steam bath under nitrogen for 6 hours. The mixture is chilled, filtered and the solid washed with ethanol and with water to give ethyl 3-fluoro-4-(tetradecylamino)benzoate.

Provenance & Evidence