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HRID2059159

反应详情

EQUATION

反应方程式

HRID 2059159 的结构方程式

REACTANTS

反应物

2
结构：CC(=O)OCC(=O)[C@@]1(OC(C)=O)CC[C@H]2[C@@H]3CCC4=CC(=O)CC[C@]4(C)[C@H]3CC[C@@]21C
HCID102165

17,21-Bis(acetyloxy)pregn-4-ene-3,20-dione

C25H34O6

结构：CC(=O)[O-].[Na+]
HCID517045

Sodium Acetate

C2H3NaO2

PRODUCTS

生成物

1
结构：C=C1C[C@@H]2[C@H](CC[C@@]3(C)[C@H]2CC[C@]3(OC(C)=O)C(=O)COC(C)=O)[C@@]2(C)CCC(=O)C=C12
HCID12951771

未命名化合物

收率 80.3%

AUXILIARIES

试剂、催化剂与溶剂

4
结构：O
溶剂HCID962

Water

H2O

结构：ClCCl
溶剂HCID6344

Dichloromethane

CH2Cl2

2 次

结构：COCOC
溶剂HCID8020

Dimethoxymethane

C3H8O2

结构：O=P(Cl)(Cl)Cl
溶剂HCID24813

Phosphoric trichloride

Cl3OP

PROCEDURE

实验过程

A suspension of 1.0 g of sodium acetate in 30 ml of methylene chloride, 30 ml of formaldehyde dimethylacetal and 3.8 ml of phosphorus oxychloride is combined with 1.0 g of 17,21-diacetoxy-4-pregnene-3,20-dione and refluxed for 35 hours under agitation. After cooling to room temperature, the mixture is diluted with methylene chloride and water. Under stirring, a saturated soda solution is added dropwise until an alkaline reaction of the aqueous phase has been obtained. The organic phase is separated, washed with water, dried over sodium sulfate, and evaporated under vacuum. Finally, the product is recrystallized from acetone/hexane, thus isolating 825 mg of 17,21-diacetoxy-6-methylene-4-pregnene-3,20-dione, mp 227°-228° C.

WORKUP

后处理

  1. temperaturerefluxed for 35 hours under agitation
  2. additiona saturated soda solution is added dropwise until an alkaline reaction of the aqueous phase
  3. customhas been obtained
  4. customThe organic phase is separated
  5. washwashed with water
  6. dry with materialdried over sodium sulfate
  7. customevaporated under vacuum
  8. customFinally, the product is recrystallized from acetone/hexane