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HRID1587143

反应详情

EQUATION

反应方程式

HRID 1587143 的结构方程式

REACTANTS

反应物

3
结构：OCCO
HCID174

Ethylene glycol

C2H6O2

结构：O
HCID962

Water

H2O

结构：Cc1ccc(S(=O)(=O)O[C@H]2CC[C@@]3(C)C(=CC[C@H]4[C@@H]5CC[C@H]([C@H](C)CCCC(C)C)[C@@]5(C)CC[C@@H]43)C2)cc1
HCID10907651

未命名化合物

PRODUCTS

生成物

1
结构：CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](OCCO)CC[C@]4(C)[C@H]3CC[C@]12C
HCID14187335

未命名化合物

收率 70.3%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：C1COCCO1
溶剂HCID31275

1,4-Dioxane

C4H8O2

PROCEDURE

实验过程

A solution of 10 g of cholesterol tosylate and 25.3 g of ethylene glycol in 180 ml of dioxan is heated to 120° C. while stirring. The mixture is then treated with 200 ml of water and extracted with ether. The ethereal phase is washed firstly with 10% sodium carbonate solution and then with water. The organic phase is dried and evaporated. The residue is chromatographed on silica gel while eluting with ether/hexane. There are obtained 5.6 g of 2-(cholest-5-en-3β-yloxy)-1-ethanol, m.p. 92°-95° C., the starting material in Example 2q.

WORKUP

后处理

  1. extractionextracted with ether
  2. washThe ethereal phase is washed firstly with 10% sodium carbonate solution
  3. customThe organic phase is dried
  4. customevaporated
  5. customThe residue is chromatographed on silica gel
  6. washwhile eluting with ether/hexane