All Notebooks | Help | Support | About
29th August 2013 @ 15:09

This post is compatible for submission to ChemSpider Reactions.

See ChemSpider Reactions template - help and further information for help when using it.

Reaction information

*#Reaction file  
*Reaction file type CDX

To a stirred solution of ZrCp2Cl2 (0.292 g, 1.0 mmol) in pre-dried THF (5.0 mL) under argon at –80 °C, ethyl magnesium bromide (1.0 mL of a solution in diethyl ether, 3 mmol) was added dropwise.  N,N-Di(3-butenyl)-N-methylamine (305, 0.140 g, 1.0  mmol) in THF (5.0 mL), was added to the solution.  The reaction was allowed to warm to room temperature, stirred for 4 hours, after which the solution was refluxed for 2 hours.  The reaction was quenched with methanol (5.0 mL) and a saturated solution of NaHCO3 (8.0 mL), then stirred overnight.  The product was extracted into diethyl ether (3 x 50 mL), the combined organic extracts washed with water (3 x 50 mL), brine (50.0 mL), dried over MgSO4, filtered and the solvent removed under reduced pressure at 0°C.  Kugelrohr distillation (130°C, 120 torr)  afforded the title compound (116 mg, 0.58 mmol, 58 %).

*Yield (%)  58
*Type of Yield Isolated product yield
DM Thesis_2000_pp110.pdf
DM Thesis_2000_pp40-49.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_pp40-49.pdf
DM Thesis_2000_pp110.pdf