反応 #341314

反応方程式

toluene

K2CO3

1-acetyl-2,4,6-trimethylbenzene

tetrahydrofuran

→

pure product

2,3-dimesityl-2-butene

反応条件

後処理

1. 1
   その他immersed in an ice bath
2. 2
   温度refluxed for ca. 18 hours
3. 3
   workup.ADDITIONwas added
4. 4
   抽出the solution was extracted twice with ether
5. 5
   抽出Combine extract
6. 6
   洗浄were washed with brine
7. 7
   乾燥dried over MgSO4
8. 8
   ろ過filtered
9. 9
   その他evaporated

実験手順

1-acetyl-2,4,6-trimethylbenzene (5 mmol, 832 μL) was added to a suspension of Zn (20 mmol, 1.3 g) in tetrahydrofuran (THF, 10 mL) under N2 immersed in an ice bath followed by a toluene solution of TiCl4 (10 mmol, 10 mL of 1M sol.). The reaction mixture was stirred 2 hour at ice-bath temperature and then refluxed for ca. 18 hours. After the reaction mixture had cooled to ambient, 10% aqueous solution of K2CO3 (ca 30 mL) was added and the solution was extracted twice with ether. Combine extract were washed with brine, dried over MgSO4, filtered and evaporated. Chromatography with hexanes on silica gel afforded 250 mg of pure product.

出典