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29th August 2013 @ 15:28

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Reaction information

*#Reaction file  
*Reaction file type CDX

A solution of 1-bromooct-4-yne (373, 10.0 g, 53.5 mmol) in benzylamine (86.7 mL, 0.79 mol) was refluxed for 16 hours then quenched with a saturated solution of NaHCO3 (50.0 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.  The crude reaction mixture was purified by reduced pressure distillation (121 °C and 19 torr) to afford the title compound as a colourless oil [7.56 g, 34.8 mmol, 65 %].

*Yield (%)  65
*Type of Yield Isolated product yield
DM Thesis_2000_pp126.pdf
DM Thesis_2000_pp51-59.pdf
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Attached Files
DM Thesis_2000_pp126.pdf
DM Thesis_2000_pp51-59.pdf