Acetyl chloride → HCID 54484881, compound

Participants

Reaction Conditions

Reaction Steps

27 g of the 2-chloro-5-nitrobenzyl alcohol prepared above in Step 1, was dissolved in 122 ml of toluene. 22 ml of triethylamine was then added. The resultant reaction mixture was cooled to 20° C. and then a solution of 10.2 ml of acetyl chloride in 10 ml of toluene, was added dropwise, keeping the temperature below 20° C. The reaction mixture was then stirred overnight. 2.1 ml of triethylamine and 1.1 ml of acetyl chloride/toluene solution were then added and the reaction mixture was stirred for one hour. 100 ml of water was then added, followed by 50 ml of ether. The resulting organic phase was separated, washed with 2N HCl, aqueous sodium bicarbonate solution and water. The washed organic phase was then dried over magnesium sulfate and the solvent was evaporated, to produce 29.6 g of 2-chloro-5-nitrobenzoyl acetate as a white solid.

Provenance & Evidence