p-Bromochlorobenzene → Ethanone, 1-(4-chlorophenyl)-2,2,2-trifluoro-

Temperature

-20 °C

Under a nitrogen atmosphere, 110 ml of n-butyllithium/hexane solution (0.95M solution) was added to a solution of 20 g of p-bromochlorobenzene in 200 ml of dry THF at -60° C. The reaction solution was stirred at -60° C. for 1 hour and at -20° C. for 30 minutes. A solution of 17.8 g of ethyl trifluoroacetate in 20 ml of dry THF was added to the reaction solution at -60° C., followed by stirring at that temperature for 1 hour. The reaction solution was poured into dilute HCl-ice water and extracted twice with diethyl ether. The ether layers were combined and washed with saturated sodium chloride solution and dried over anhydrous magnesium sulfate. The solvent was removed under a reduced pressure and the residue was subjected to distillation under a reduced pressure to obtain 13.1 g of the desired compound.

1. stirringby stirring at that temperature for 1 hour
2. extractionextracted twice with diethyl ether
3. washwashed with saturated sodium chloride solution
4. dry with materialdried over anhydrous magnesium sulfate
5. customThe solvent was removed under a reduced pressure
6. distillationthe residue was subjected to distillation under a reduced pressure

ORD record

ord-88c24cd760ed44f3a9f7accb988cae25

Source dataset

uspto-grants-1989_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04840971