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HRID1503082

反应详情

EQUATION

反应方程式

HRID 1503082 的结构方程式

REACTANTS

反应物

4
结构：CC(C)I
HCID6362

2-Iodopropane

C3H7I

结构：O=C([O-])[O-].[K+].[K+]
HCID11430

Potassium Carbonate

CK2O3

结构：O=S(=O)([O-])O.[Na+]
HCID516919

Sodium hydrogen sulfate

HNaO4S

结构：O=C(O)CCC/C=C\C[C@@H]1[C@@H](/C=C/[C@@H](O)COc2cccc(C(F)(F)F)c2)[C@H](O)C[C@@H]1O
HCID5311100

(±)-Fluprostenol

C23H29F3O6

PRODUCTS

生成物

1
结构：CC(C)OC(=O)CCC/C=C\C[C@@H]1[C@@H](/C=C/[C@@H](O)COc2cccc(C(F)(F)F)c2)[C@H](O)C[C@@H]1O
HCID5282226

Travoprost

C26H35F3O6

AUXILIARIES

试剂、催化剂与溶剂

4
结构：O
溶剂HCID962

Water

H2O

结构：CN1CCN(C)C1=O
溶剂HCID6661

1,3-Dimethyl-2-imidazolidinone

C5H10N2O

结构：CCCCCC
溶剂HCID8058

n-Hexane

C6H14

结构：CCOC(C)=O
溶剂HCID8857

Ethyl acetate

C4H8O2

CONDITIONS

反应条件

温度
45 °C

PROCEDURE

实验过程

463 g of Travoprost acid is dissolved in 2.3 L of 1,3-dimethylimidazolidinone (DMI), and 420 g of K2CO3 and 300 ml of isopropyl iodide are added. The reaction mixture is stirred at 45° C. After the completion of the reaction NaHSO4 solution, water, hexane and ethyl acetate are added. The mixture is shaken, then the phases are separated and the lower, aqueous phase is extracted with hexane:ethyl acetate mixture. The united organic phase is washed with water, dried over Na2SO4, the drying material is filtered off and the solution is evaporated. The product is purified by chromatography on silica gel, using diisopropyl ether, acetone, dichloromethane, isopropanol mixture as eluent.

WORKUP

后处理

  1. additionare added
  2. stirringThe mixture is shaken
  3. customthe phases are separated
  4. extractionthe lower, aqueous phase is extracted with hexane
  5. washThe united organic phase is washed with water
  6. dry with materialdried over Na2SO4
  7. filtrationthe drying material is filtered off
  8. customthe solution is evaporated
  9. customThe product is purified by chromatography on silica gel