反应详情

To a solution of 4.85 g of 1-(4-bromo-3-methylphenyl)-3-(3,5-dichlorophenyl)-4,4,4-trifluoro-2-butene-1-one representing mixed geometrical isomers (isomeric ratio of 8:1) that was synthesized according to Synthetic Examples 1 and 2 and 1.36 g of sodium acetate in 20 mL of 1,2-dimethoxyethane and 20 mL of water in an autoclave, 0.25 g of 1,1′-bis(diphenylphosphino) ferrocene and 50 mg of palladium(II) acetate were added, the mixture was stirred for 5.5 hours at 110° C. in an atmosphere of carbon monoxide at 1.0 MPa. After that, the temperature was cooled to room temperature to isolate solid matter by filtration, diluted hydrochloric acid was added to extract with ethyl acetate, and then an organic layer was dehydrated and dried with saturated saline followed by anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The resulting residue was purified using silica gel column chromatography that was eluted with ethyl acetate-hexane (1:5) followed by crystallization from a mixed solvent of hexane and a small amount of ethyl acetate to obtain 2.6 g of aimed product as white solid.

1. customwas synthesized
2. additionwere added
3. customto isolate solid matter
4. filtrationby filtration, diluted hydrochloric acid
5. additionwas added
6. extractionto extract with ethyl acetate
7. customdried with saturated saline
8. distillationthe solvent was distilled off under reduced pressure
9. customThe resulting residue was purified
10. washwas eluted with ethyl acetate-hexane (1:5)
11. customfollowed by crystallization from a mixed solvent of hexane