反応 #216976

反応方程式

THF

benzylmagnesium chloride

THF

iodide

→

title compound

収率 99.0%

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

収率 99.0%

溶媒

ether

NH4Cl

反応条件

後処理

1. 1
   その他at 0° C.
2. 2
   workup.WAITat room temperature for 3 h
3. 3
   洗浄The organic fraction was washed with water and brine
4. 4
   乾燥dried (MgSO4)
5. 5
   濃縮concentrated
6. 6
   その他to provide 2.70 g of a crude oil
7. 7
   その他The oil was purified by flash chromatography (250 g of silica gel)
8. 8
   洗浄eluting with 8:2 ethyl acetate/hexane

実験手順

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.

出典