Reaktion #157916

Reaktionsgleichung

methyl iodide

NaH

4-(1-phenylcyclohexyl)phenol

→

title product

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

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.ADDITIONwas added
2. 2
   workup.ADDITIONwas added
3. 3
   Sonstigethen quenched with water (10 mL)
4. 4
   workup.ADDITIONDichloromethane (10 mL) was added
5. 5
   workup.STIRRINGThe mixture was shaken
6. 6
   Sonstigethe organic phase separated off
7. 7
   Trocknendried (Na2SO4)
8. 8
   Einengenconcentrated to syrup

Vorschrift

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.

Quelle