N,N-Dimethylaniline → HCID 579418, compound

Participants

Reaction Steps

First, 18.7 g of dimethylaniline, 15.6 g of triethylamine, and 150 mL of tetrahydrofuran (THF) were put in a 500 mL three-neck flask, and stirred to be mixed. This mixed solution was cooled in ice, and a mixed solution of 24.6 g of 4-fluorobenzoyl chloride and 50 mL of THF was dripped to be mixed. The temperature of the reaction solution was increased to room temperature, and the solution was stirred at room temperature for 2 hours to be reacted. After the reaction, this mixture was dissolved in chloroform, and washed with water and then a saturated aqueous solution of sodium hydrogen carbonate. After the washing, anhydride magnesium sulfate was added to the resulting organic layer for drying. After the drying, the mixture was subjected to gravity filtration, and the filtrate was concentrated to give a solid. This solid was washed with hexane, so that 38 g of N-(2,6-dimethylphenyl)-4-fluorobenzamide was prepared as a white solid with a yield of 100%. The synthetic scheme of Step 1 is shown by (a-14).

Provenance & Evidence