Реакция #502084

Уравнение реакции

Betulin

Jones Reagent

→

betulonic acid

Растворители

benzene

methanol

acetone

Условия реакции

Обработка

1. 1
   workup.ADDITIONadded dropwise at 0° C
2. 2
   Другоеquench with methanol (100 mL)
3. 3
   workup.STIRRINGstir for 5 minutes
4. 4
   workup.ADDITIONadd H2O (200 mL)
5. 5
   ДругоеRemove organic solvent under vacuum, and then separate the precipitate
6. 6
   Фильтрацияby filtration
7. 7
   ПромывкаWash precipitate on the
8. 8
   Фильтрацияfilter with cooled water
9. 9
   Другоеdry
10. 10
    Другоеto obtain crude material
11. 11
    ФильтрацияThe solution is then filtered through a layer of aluminum oxide
12. 12
    workup.ADDITIONthe eluate is treated with an aqueous 10% KOH solution until complete precipitation
13. 13
    ДругоеThe precipitate is then separated by filtration
14. 14
    Промывкаwashed with 10 mL
15. 15
    Температураcooled benzene
16. 16
    Другоеdried
17. 17
    Другоеto obtain white solid
18. 18
    workup.ADDITIONthe solution is poured into 100 mL 15% aqueous HCL solution

Методика

Starting off with Betulin (10 g) in acetone (300 mL), add freshly prepared Jones Reagent added dropwise at 0° C. Stir for 5 hours, quench with methanol (100 mL), then stir for 5 minutes and add H2O (200 mL). Remove organic solvent under vacuum, and then separate the precipitate by filtration. Wash precipitate on the filter with cooled water, and dry to obtain crude material. This dry material is to be dissolved in 30 mL benzene. The solution is then filtered through a layer of aluminum oxide and the eluate is treated with an aqueous 10% KOH solution until complete precipitation. The precipitate is then separated by filtration, washed with 10 mL cooled benzene, and dried to obtain white solid. The salt is dissolved in 30 mL methanol and the solution is poured into 100 mL 15% aqueous HCL solution. The betulonic acid (2.7 g) is obtained after the precipitate is filtered, washed with water, and dried.

Источник