反应详情

2-(4-Chlorophenyl)-2-(4-nitrophenyl)-1,3-dioxolane (38.7 g, 127 mMol) was suspended in 190 mL of methanol (MeOH) under an atmosphere of dry N2. To this solution was added (3-iodophenyl)acetonitrile (46.3 g, 190 mMol) and 25.4 (625 mMol) of sodium hydroxide (NaOH). The solution was then heated to reflux and reacted at this temperature for 2 hours. The reaction mixture was cooled to ambient temperature and the MeOH was removed under vacuum. The resulting red oil was partitioned between dichloromethane (DCM) and 0.1 N aqueous NaOH. The DCM layer was washed successively with 0.1 N aqueous NaOH and then brine. The DCM layer was dried over MgSO4, filtered and concentrated under vacuum to give a dark red oil. The oil was stirred in MeOH and the titled compound precipitated out as a yellow solid. The yellow solid was washed with MeOH and dried under vacuum to give 52.4 g of the titled compound which was used without further purification.

1. temperatureThe solution was then heated
2. temperatureto reflux
3. customreacted at this temperature for 2 hours
4. customthe MeOH was removed under vacuum
5. customThe resulting red oil was partitioned between dichloromethane (DCM) and 0.1 N aqueous NaOH
6. washThe DCM layer was washed successively with 0.1 N aqueous NaOH
7. dry with materialThe DCM layer was dried over MgSO4
8. filtrationfiltered
9. concentrationconcentrated under vacuum
10. customto give a dark red oil
11. customthe titled compound precipitated out as a yellow solid
12. washThe yellow solid was washed with MeOH
13. customdried under vacuum