反応 #313257

反応方程式

Methyl iodide

3-Bromo-benzo[b]thiophene

lithium diisopropylamine

cyclohexane

NH4Cl

→

title compound

3-Bromo-2-methyl-benzo[b]thiophene

反応条件

後処理

1. 1
   workup.STIRRINGthe reaction mixture is stirred at room temperature for 1 h
2. 2
   抽出the mixture is extracted with CH2Cl2
3. 3
   乾燥dried over Na2SO4
4. 4
   その他evaporated

実験手順

1.06 g of 3-Bromo-benzo[b]thiophene (5.0 mmol) is dissolved in 10 ml of dry tetrahedrofuran and cooled to −78° C. and 3.67 ml of lithium diisopropylamine 1.5M in cyclohexane (5.5 mmol) is added slowly and stirred at −78° C. for 15 min. 0.35 ml of Methyl iodide (5.6 mmol) is added and the reaction mixture is stirred at room temperature for 1 h, sat. NH4Cl is added, and the mixture is extracted with CH2Cl2, dried over Na2SO4 and evaporated. The crude product is applied onto a silica-gel chromatography column (Hexane:AcOEt=10:1) to give the title compound. 835 mg (74%). 1H-NMR (CDCl3): 7.76 (t, 2H, J=7.7 Hz), 7.46 (t, 1H, J=7.7 Hz), 7.37 (t, 1H, J=7.7 Hz), 2.60 (s, 3H)

出典