Iodine → HCID 67836504, compound

Participants

Reaction Steps

3.0 g of ethyl α-bromoacetate and a trace amount of iodine were added to a solution of 18.3 g of zinc in 250 ml of tetrahydrofuran under reflux and vigorously stirred to start the reaction. The reaction solution was cooled to room temperature and added with a 30 ml tetrahydrofuran solution of 13.9 g of 2,6-difluorobenzonitrile at one time. Then 17.8 g of ethyl α-bromoacetate was added dropwise at such a rate that slow refluxing would continue. The reaction solution was further refluxed for one hour, cooled, added into 350 ml of an aqueous solution of 50.0 g of ammonium chloride and extracted with 300 ml of diethyl ether. The obtained organic layer was washed with a sodium chloride aqueous solution and dried over anhydrous sodium sulfate. Then the solvent was distilled away under reduced pressure to obtain 16.5 g of ethyl 3-amino-3-(2,6-difluorophenyl)-2-propenoate.

Provenance & Evidence