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HRID1837272

反应详情

EQUATION

反应方程式

HRID 1837272 的结构方程式

REACTANTS

反应物

6
结构：CC1(C)C(=O)N(Br)C(=O)N1Br
HCID6479

1,3-Dibromo-5,5-dimethylhydantoin

C5H6Br2N2O2

结构：O=C([O-])[O-].[Li+].[Li+]
HCID11125

Lithium carbonate

CLi2O3

结构：O=S([O-])[O-].[Na+].[Na+]
HCID24437

Sodium sulfite

Na2O3S

结构：[Br-].[Li+]
HCID82050

Lithium bromide

BrLi

结构：CC(=O)[O-].[Na+]
HCID517045

Sodium Acetate

C2H3NaO2

结构：CC(=O)OC1=CC2=CC[C@@H]3[C@H]([C@H](OC(C)=O)C[C@]4(C)C(=O)CC[C@@H]34)[C@H]2CC1
HCID69918053

未命名化合物

PRODUCTS

生成物

1
结构：CC(=O)O[C@@H]1C[C@]2(C)C(=O)CC[C@H]2[C@@H]2C=CC3=CC(=O)CC[C@@H]3[C@H]21
HCID12020271

未命名化合物

收率 59.7%

AUXILIARIES

试剂、催化剂与溶剂

2
结构：ClCCl
溶剂HCID6344

Dichloromethane

CH2Cl2

结构：CN1CCCC1=O
溶剂HCID13387

N-Methyl-2-pyrrolidone

C5H9NO

CONDITIONS

反应条件

温度
0 °C

PROCEDURE

实验过程

48 ml of a 10% aqueous sodium acetate solution and, in portions, 22.3 g of 1,3-dibromo-5,5-dimethylhydantoin are added to 57 g of 3,11α-diacetoxy-estra-3,5-dien-17-one in 470 ml of N-methyl-2-pyrrolidinone while being cooled with ice. After 30 minutes, 16.7 g of sodium sulfite is added, it is stirred for 15 minutes at 0° C., then mixed with 20 g of lithium bromide and 16 g of lithium carbonate and stirred at 100° C. After 2 hours, the reaction mixture is added to ice/water. The precipitated product is suctioned off, dissolved in methylene chloride, washed neutral with water and dried. The crude product is recrystallized from 200 ml of ethyl acetate. 30 g of 11α-acetoxy-estra-4,6-diene-3,17-dione with a melting point of 246-248° C. is obtained.

WORKUP

后处理

  1. temperaturewhile being cooled with ice
  2. stirringstirred at 100° C
  3. waitAfter 2 hours
  4. washwashed neutral with water
  5. customdried
  6. customThe crude product is recrystallized from 200 ml of ethyl acetate