反応 #2446096

反応方程式

Potassium hydroxide

THF

dibenzofuran-4-boronic acid

Triphenylphosphine

→

4-Vinyl-dibenzofuran

収率 42.0%

溶媒

H2O

Ethylacetate

Dichloromethane

Methanol

反応条件

後処理

1. 1
   その他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
   抽出The organic phase is extracted twice with water and once with brine
6. 6
   乾燥The organic phase is dried over Sodiumsulfate
7. 7
   その他the solvent evaporated
8. 8
   その他The crude product is purified by column chromatography (Heptane)

実験手順

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.

出典