反应 #157916

反应方程式

methyl iodide

NaH

4-(1-phenylcyclohexyl)phenol

→

title product

1-Methoxy-4-(1-phenyl-cyclohexyl)-benzene

溶剂

DMF

反应条件

后处理

1. 1
   workup.ADDITIONwas added
2. 2
   workup.ADDITIONwas added
3. 3
   其他then quenched with water (10 mL)
4. 4
   workup.ADDITIONDichloromethane (10 mL) was added
5. 5
   workup.STIRRINGThe mixture was shaken
6. 6
   其他the organic phase separated off
7. 7
   干燥dried (Na2SO4)
8. 8
   浓缩concentrated to syrup

实验过程

4-(1-phenylcyclohexyl)phenol (20 mg, 0.08 mmol) was dissolved in DMF (2 mL). A suspension of NaH in oil (60%, 5 mg, 0.125 mmol) was added. After stirring for 5 minutes methyl iodide (0.05 mL; 0.8 mmol) was added. The reaction mixture was stirred for 2 h. (tic indicated full conversion of the starting material) then quenched with water (10 mL). Dichloromethane (10 mL) was added. The mixture was shaken and the organic phase separated off, dried (Na2SO4) and concentrated to syrup. The title product was afforded after work-up by flash-chromatography (eluent dichloromethane). Yield: 20 mg, quantitatively. LC-MS purity (UV/MS): 100/-, Rt 6.48 min. 1H NMR data were in accordance with the data written above.

来源