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2nd September 2013 @ 13:11

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Reaction information

*#Reaction file  
*Reaction file type CDX

To a stirred solution of N-methyl-N-(2-phenylallyl)amine (530, 1.01 g, 14.08 mmol), MeCN (10 mL) and K2CO3 (2.40 g, 24 mmol), allyl bromide (1.79 g, 15.0 mmol) was added dropwise.  The solution refluxed for 12 hours before quenching with a saturated solution of NaHCO3 (30.0 mL).  The product was extracted into diethyl ether (3 x 50 mL), the combined organic layer washed with water (3 x 50 mL), brine (50.0 mL), dried over MgSO4, filtered and the solvent removed under reduced pressure.  Column chromatography (SiO2, 0-100 % Et2O:petroleum including 5 % Et3N) afforded the title compound as a yellow oil (1.99 g, 10.6 mmol, 76 %). 

*Yield (%)  76
*Type of Yield Isolated product yield
DM Thesis_2000_pp81-89.pdf
DM Thesis_2000_pp163.pdf
Further information  

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Overall reaction? True
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Attached Files
DM Thesis_2000_pp81-89.pdf
DM Thesis_2000_pp163.pdf