反应详情

40 g of (±)-cis-1,2-dimethoxy-4-(2-nitrocyclohex-4-enyl)benzene (compound I7) are dissolved in 400 ml of ethanol and 40 g of zinc powder are added. After heating to boiling temperature, 65 ml of glacial acetic acid are added dropwise. Afterwards, the reaction mixture is filtrated and concentrated. The residue is redissolved in diluted hydrochloric acid and extracted with toluene. The aqueous layer is alkalized using 6 N solution of sodium hydroxide and extracted several times with toluene. The combined organic phases of the alkalic extraction are dried using sodium sulfate and concentrated. The residue is chromatographed on silica gel. 11.5 g of the title compound are obtained.

1. temperatureAfter heating
2. additionare added dropwise
3. filtrationAfterwards, the reaction mixture is filtrated
4. concentrationconcentrated
5. dissolutionThe residue is redissolved in diluted hydrochloric acid
6. extractionextracted with toluene
7. extractionextracted several times with toluene
8. extractionThe combined organic phases of the alkalic extraction
9. customare dried
10. concentrationconcentrated
11. customThe residue is chromatographed on silica gel