反应详情

A mixture of 30.4 g of a 50% aqueous sodium hydroxide solution, 51.74 g of ethylguanidine sulfate and 800 ml of tetrahydrofuran is stirred for 45 minutes at RT. 60 g of anhydrous sodium sulfate are added and stirring continued for 45 minutes. A solution of 2,6-dichlorophenylacetyl chloride (41.69 g) in 200 ml of tetrahydrofuran is added dropwise and the reaction mixture stirred another day, filtered and concentrated in vacuo. The resulting yellow oil is partitioned between 250 ml of methylene chloride and 250 ml of H2O. After separating the two layers, the aqueous portion is extracted with methylene chloride, the combined organic extract dried over magnesium sulfate, filtered and acidified with hydrochloric acid/methanol. The acidified solution is concentrated in vacuo to afford a white solid which is recrystallized from acetonitrile/methanol affording a white solid, M.P. 228°-230° C.

1. stirringstirring
2. waitcontinued for 45 minutes
3. stirringthe reaction mixture stirred another day
4. filtrationfiltered
5. concentrationconcentrated in vacuo
6. customThe resulting yellow oil is partitioned between 250 ml of methylene chloride and 250 ml of H2O
7. customAfter separating the two layers
8. extractionthe aqueous portion is extracted with methylene chloride
9. extractionthe combined organic extract
10. dry with materialdried over magnesium sulfate
11. filtrationfiltered
12. concentrationThe acidified solution is concentrated in vacuo
13. customto afford a white solid which
14. customis recrystallized from acetonitrile/methanol affording a white solid, M.P. 228°-230° C.