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29th August 2013 @ 14:56

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Reaction information

*#Reaction file  
*Reaction file type CDX

Benzenesulfonate (306, 1.0 g, 4.2 mmol) was added to stirring benzylamine (5.0 g, 46.0 mmol), warmed to room temperature, stirred for 48 hrs and quenched with saturated NaHCO3 solution (50.0 ml).  The product was extracted into diethyl ether (3 x 100 mL), the combined organic extracts washed with water (4 x 50 mL), brine (50.0 mL), dried over MgSO4, filtered and the solvent removed under reduced pressure.  Distillation under reduced pressure (121°C, 19 torr) followed by column chromatography (SiO2, 0-100 % Et2O:petroleum including 5 % Et3N) afforded the title product as a clear oil (350 mg, 1.7 mmol, 46 %).


*Yield (%)  46
*Type of Yield Isolated product yield
DM Thesis_2000_pp40-49.pdf
DM Thesis_2000_pp102.pdf
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Attached Files
DM Thesis_2000_pp40-49.pdf
DM Thesis_2000_pp102.pdf