反应 #2446096

反应方程式

Potassium hydroxide

THF

dibenzofuran-4-boronic acid

Triphenylphosphine

→

4-Vinyl-dibenzofuran

收率 42.0%

溶剂

H2O

Ethylacetate

Dichloromethane

Methanol

反应条件

后处理

1. 1
   其他equipped with a magnetic stirrer and a reflux condenser
2. 2
   温度The mixture is refluxed
3. 3
   温度The reaction mixture is heated to 60° C. internal temperature
4. 4
   温度cooled down to room temperature
5. 5
   萃取The organic phase is extracted twice with water and once with brine
6. 6
   干燥The organic phase is dried over Sodiumsulfate
7. 7
   其他the solvent evaporated
8. 8
   其他The crude product is purified by column chromatography (Heptane)

实验过程

16.09 g (0.259 mol) of Potassium hydroxide (86%) are placed in a 500 ml three necked round bottomed flask equipped with a magnetic stirrer and a reflux condenser. 200 ml of THF and 6.5 ml of Dichloromethane are added. The mixture is refluxed. After 1 hour the mixture is cooled to room temperature. A solution of 8 g (37.74 mmol) dibenzofuran-4-boronic acid, 0.8 g (3.02 mmol) of Triphenylphosphine, 339 mg (0.7 mmol) of Palladium (II) acetate and 200 ml of Methanol are added. The reaction mixture is heated to 60° C. internal temperature. After 2 hours the reaction is complete and cooled down to room temperature. The mixture is diluted with H2O and Ethylacetate. The organic phase is extracted twice with water and once with brine. The organic phase is dried over Sodiumsulfate and the solvent evaporated. The crude product is purified by column chromatography (Heptane). 4-Vinyl-dibenzofuran is isolated in 42% yield.

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