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30th August 2013 @ 13:18

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Reaction information

*#Reaction file  
Scheme_395.cdx
*Reaction file type CDX
*Procedure  

To a stirred solution of N-benzyl-N-(4-octynyl)amine (0.215 g, 1.0 mmol), MeCN (4.0 mL) and K2CO3 (1.2 g, 12.0 mmol), 1-(3-chloro-1-propynyl)benzene (150 mg, 1.0 mmol) was added.  The reaction mixture was refluxed for 24 hrs extracted into diethyl ether (3 x 50 mL), the combined organic layer washed with water (3 x 100 mL), brine (50.0 mL), dried over MgSO4, filtered and the solvent removed under reduced pressure.  Column chromatography (SiO2, 0-100 % Et2O:peteroleum including 5 % Et3N) afforded the title compound as a pale oil (0.279 g, 0.85 mmol, 85 %).

*Yield (%)  85
*Type of Yield Isolated product yield
Reference(s)  
DM Thesis_2000_pp191.pdf
DM Thesis_2000_pp51-59.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
DM Thesis_2000_pp191.pdf
Scheme_395.cdx
DM Thesis_2000_pp51-59.pdf