Reaktion #216976

Reaktionsgleichung

THF

benzylmagnesium chloride

THF

iodide

→

title compound

Ausbeute 99.0%

5-Methyl-9-phenyl-non-4-en-1-ol

Ausbeute 99.0%

Lösungsmittel

ether

NH4Cl

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeat 0° C.
2. 2
   workup.WAITat room temperature for 3 h
3. 3
   WaschenThe organic fraction was washed with water and brine
4. 4
   Trocknendried (MgSO4)
5. 5
   Einengenconcentrated
6. 6
   Sonstigeto provide 2.70 g of a crude oil
7. 7
   SonstigeThe oil was purified by flash chromatography (250 g of silica gel)
8. 8
   Wascheneluting with 8:2 ethyl acetate/hexane

Vorschrift

To a solution of 1.5 g (4.26 mmol) of the Example 35, Part B iodide in 10 mL of THF at 0° C. was added 12.9 mL (25.8 mmol) of benzylmagnesium chloride in THF (purchased from Aldrich Chemical) followed by 10 mg (catalyst) of copper (I) iodide. The reaction was stirred at 0° C. for 1 h, and at room temperature for 3 h. The reaction was diluted with ether and aqueous NH4Cl solution. The organic fraction was washed with water and brine, dried (MgSO4) and concentrated to provide 2.70 g of a crude oil. The oil was purified by flash chromatography (250 g of silica gel) eluting with 8:2 ethyl acetate/hexane to provide 1.10 g (99%) of title compound as a colorless oil.

Quelle