反应详情

A mixture of 7.62 g of a 50% aqueous sodium hydroxide solution, 15.65 g isobutylguanidine sulfate and 120 ml of tetrahydrofuran is stirred for 45 minutes. 12 g of anhydrous sodium sulfate are added to the mixture and stirring continued for 40 minutes. A solution of 2,6-dichlorocinnamoyl chloride (11.22 g) in 40 ml of anhydrous tetrahydrofuran is added dropwise, and the reaction mixture stirred overnight. The yellow reaction mixture is filtered, concentrated in vacuo and the resulting yellow oil partitioned between 100 ml of methylene chloride and 150 ml of H2O. The aqueous layer is extracted with methylene chloride, the combined organic extract dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to a yellow oil. The resulting oil is dissolved in hot acetonitrile/methanol, filtered and evaporated on a hot plate. A white solid is collected, M.P. 178°-180° C.

1. stirringstirring
2. waitcontinued for 40 minutes
3. stirringthe reaction mixture stirred overnight
4. filtrationThe yellow reaction mixture is filtered
5. concentrationconcentrated in vacuo
6. customthe resulting yellow oil partitioned between 100 ml of methylene chloride and 150 ml of H2O
7. extractionThe aqueous layer is extracted with methylene chloride
8. extractionthe combined organic extract
9. dry with materialdried over anhydrous magnesium sulfate
10. filtrationfiltered
11. concentrationconcentrated in vacuo to a yellow oil
12. dissolutionThe resulting oil is dissolved in hot acetonitrile/methanol
13. filtrationfiltered
14. customevaporated on a hot plate
15. customA white solid is collected