反应详情

A mixture of 2.3 grams (0.006 mole) of 1-(4-chlorophenyl)-1-cyclopropyl-4-(3-phenoxyphenyl)-1,3-butadiene, 2.3 grams (0.002 mole) of 10% palladium on carbon, 0.25 gram (0.0002 mole) of tris(triphenylphosphine)rhodium (I) chloride, and 25 mL of benzene in 100 mL of ethanol was hydrogenated at 40° C. using a Parr hydrogenator. Upon completion of the uptake of the theoretical amount of hydrogen (two hours), the reaction mixture was cooled and filtered. The filtrate was concentrated under reduced pressure to a residue. The residue was taken up in hexane and filtered. The filtrate was dried with sodium sulfate and filtered again. The filtrate was concentrated under reduced pressure to a residue. The residue was subjected to rotating disk thin layer chromatography. Elution was accomplished using 20% toluene in hexane. The appropriate fractions were combined and concentrated under reduced pressure, yielding 0.52 gram of 1-(4-chlorophenyl)-1-cyclopropyl4-(3-phenoxyphenyl)butane as an oil. The nmr spectrum was consistent with the proposed structure.

1. customwas hydrogenated at 40° C.
2. filtrationfiltered
3. concentrationThe filtrate was concentrated under reduced pressure to a residue
4. filtrationfiltered
5. dry with materialThe filtrate was dried with sodium sulfate
6. filtrationfiltered again
7. concentrationThe filtrate was concentrated under reduced pressure to a residue
8. washElution
9. concentrationconcentrated under reduced pressure