反应详情

A mixture of 7.48 g of a 50% sodium hydroxide solution, 12.72 g of ethylguanidine sulfate, and 120 ml of tetrahydrofuran is stirred for 45 minutes. Anhydrous sodium sulfate (12 g) is added to the mixture and stirred for 40 minutes. 11.0 g of 2,6-dichlorocinnamoyl chloride in 40 ml of anhydrous tetrahydrofuran are added dropwise to the resulting mixture and stirred overnight. The 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 is dried over anhydrous magnesium sulfate, filtered and concentrated in vacuo to a yellow oil. The resulting oil crystallizes on standing. The crystallized solid is dissolved in hot acetonitrile, filtered and recrystallized. The white solid is collected and dried in air, M.P. 166°-171° C.

1. stirringstirred for 40 minutes
2. stirringstirred overnight
3. filtrationThe reaction mixture is filtered
4. concentrationconcentrated in vacuo
5. customthe resulting yellow oil partitioned between 100 ml of methylene chloride and 150 ml of H2O
6. extractionThe aqueous layer is extracted with methylene chloride
7. extractionthe combined organic extract
8. dry with materialis dried over anhydrous magnesium sulfate
9. filtrationfiltered
10. concentrationconcentrated in vacuo to a yellow oil
11. customThe resulting oil crystallizes on standing
12. dissolutionThe crystallized solid is dissolved in hot acetonitrile
13. filtrationfiltered
14. customrecrystallized
15. customThe white solid is collected
16. customdried in air, M.P. 166°-171° C.