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2nd September 2013 @ 13:07

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Reaction information

*#Reaction file  
Scheme_440.cdx
*Reaction file type CDX
*Procedure  

To a stirring solution of Ph3P+CH3Br- (7.86 g, 22.0 mmol) in THF (40.0 mL) at 0 °C, nBuLi (8.8 mL, 2.5 M solution in hexanes, 22.0 mmol) stirred for 15 minutes, 1-naphthalen-1-yl-ethanone (10.0 mmol, 1.70 g) was added then stirred for 15 hrs. The product was extracted into diethyl ether (3 x 50 mL), the combined organic layers washed with water (3 x 50 ml), brine (50.0 mL), dried over MgSO4, filtered and solvent removed under reduced pressure.  The product was recrystallised from diethyl ether and pentane to afford the title product as a white crystalline solid    (8.2 g, 8.2 mmol, 82 %).

*Yield (%)  82
*Type of Yield Isolated product yield
Reference(s)  
DM Thesis_2000_pp70-75.pdf
DM Thesis_2000_pp160.pdf
Further information  

For multistep reactions (or their steps):

Overall reaction? True
For overall reaction - links to child reaction steps  
For step in multistep reaction - link to previous reaction step  
For step in multistep reaction - link to following reaction step  
Attached Files
Scheme_440.cdx
DM Thesis_2000_pp70-75.pdf
DM Thesis_2000_pp160.pdf