反应详情

12.4 g (42.7 mmol) of 4,4′dimethoxy-o-terphenyl and 16 g (63.0 mmol) iodine chips was placed in a 250 mL reaction vessel. 200 mL of toluene was added followed by 30 mL of propylene oxide. The photoreactor was set up with a condenser cooled by a circulating chiller. A 400 W medium pressure mercury lamp was used as the light source. The reaction vessel was placed in a cabinet. The lamp was ignited and the chiller temperature was set such that the water exiting the reactor was maintained at between 20° C. and 25° C. (monitored by a thermocouple attached the exit stream). The reaction was left on for 18 hours. A solid was filtered off and washed with hexanes, only recovered 2.2 g of material. The filtrate was diluted with toluene and washed with sodium sulfate solution. The aqueous layer was back extracted with toluene and the organic layers were dried over magnesium sulfate, filtered, and evaporated. Material was dissolved in toluene and added sodium sulfite solution and stirred. The layers were separated, the aqueous layer extracted with toluene and the combined organic layers were dried over magnesium sulfate, filtered, and evaporated. The residue was purified by column chromatography eluting with 0 to 100% ethyl acetate/hexane. 8.8 g material (72%) was obtained.

1. customThe photoreactor was set up with a condenser
2. temperaturecooled by a circulating chiller
3. temperaturewas maintained at between 20° C. and 25° C. (
4. filtrationA solid was filtered off
5. washwashed with hexanes, only recovered 2.2 g of material
6. additionThe filtrate was diluted with toluene
7. washwashed with sodium sulfate solution
8. extractionThe aqueous layer was back extracted with toluene
9. dry with materialthe organic layers were dried over magnesium sulfate
10. filtrationfiltered
11. customevaporated
12. dissolutionMaterial was dissolved in toluene
13. additionadded sodium sulfite solution
14. customThe layers were separated
15. extractionthe aqueous layer extracted with toluene
16. dry with materialthe combined organic layers were dried over magnesium sulfate
17. filtrationfiltered
18. customevaporated
19. customThe residue was purified by column chromatography
20. washeluting with 0 to 100% ethyl acetate/hexane