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HRID1518216

反应详情

EQUATION

反应方程式

HRID 1518216 的结构方程式

REACTANTS

反应物

4
结构：Cc1ccccc1
HCID1140

Toluene

C7H8

结构：C#CCBr
HCID7842

Propargyl bromide

C3H3Br

结构：[H-].[Na+]
HCID24758

Sodium hydride

HNa

结构：C=Cc1ccccc1-c1[nH]c2cc(C(=O)OC)ccc2c1C1CCCCC1
HCID58765232

未命名化合物

PRODUCTS

生成物

1
结构：C#CCn1c(-c2ccccc2C=C)c(C2CCCCC2)c2ccc(C(=O)OC)cc21
HCID86637851

未命名化合物

收率 84%

AUXILIARIES

试剂、催化剂与溶剂

1
结构：CN(C)C=O
溶剂HCID6228

N,N-Dimethylformamide

C3H7NO

PROCEDURE

实验过程

Methyl 3-cyclohexyl-2-(2-vinylphenyl)-1H-indole-6-carboxylate was dissolved in DMF (0.277 M) and sodium hydride (1.2 eq.) was added. After the evolution of gas had ceased, a solution of propargylbromide in toluene (80% solution, 1.6 eq.) was added. After 3 h all volatiles were evaporated in vacuo. The residual material was purified by flash chromatography (PE:EtOAc, 20:1). After evaporation of the solvents, the product was obtained as a colourless foam (84%). MS (ES+): 398.4 (M+H+).

WORKUP

后处理

  1. customAfter 3 h all volatiles were evaporated in vacuo
  2. customThe residual material was purified by flash chromatography (PE:EtOAc, 20:1)
  3. customAfter evaporation of the solvents