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HRID1990101

反应详情

EQUATION

反应方程式

HRID 1990101 的结构方程式

REACTANTS

反应物

3
结构：C=[CH][Sn]([CH2]CCC)([CH2]CCC)[CH2]CCC
HCID81998

Ethynyltributylstannane

C14H30Sn

结构：[Cl-].[Li+]
HCID433294

Lithium Chloride

ClLi

结构：CCOC(=O)c1sc(SC)c(C#N)c1-c1ccc(I)cc1
HCID68524438

未命名化合物

PRODUCTS

生成物

1
结构：C=Cc1ccc(-c2c(C(=O)OCC)sc(SC)c2C#N)cc1
HCID68527280

未命名化合物

收率 38%

AUXILIARIES

试剂、催化剂与溶剂

2
结构：c1ccc([P](c2ccccc2)(c2ccccc2)[Pd]([P](c2ccccc2)(c2ccccc2)c2ccccc2)([P](c2ccccc2)(c2ccccc2)c2ccccc2)[P](c2ccccc2)(c2ccccc2)c2ccccc2)cc1
催化剂HCID178418397

未命名化合物

结构：C1CCOC1
溶剂HCID8028

Tetrahydrofuran

C4H8O

PROCEDURE

实验过程

Combine 4-cyano-3-(4-iodo-phenyl)-5-methylsulfanyl-thiophene-2-carboxylic acid ethyl ester (0.1 g, 1.0 eq) in THF (5.0 mL) and stir. Add Pd(PPh3)4 (1%), tributyl-vinyl-stannane (0.9 eq) and LiCl. Reflux the mixture overnight. Concentrate to dryness. Wash with hexane to remove excess of stannane. Add water and filter the precipitate to provide the title compound (0.04 g, Yield 38%). MS (ES+, m/e): 330 (M+1).

WORKUP

后处理

  1. temperatureReflux the mixture overnight
  2. concentrationConcentrate to dryness
  3. washWash with hexane
  4. customto remove excess of stannane
  5. filtrationAdd water and filter the precipitate