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Characterization Template - Proton NMR
ChemSpider compound and associated data template
ChemSpider Reactions template
ChemSpider SyntheticPages style reaction template
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Reaction information
*#Reaction file | Scheme_411.cdx |
*Reaction file type | CDX |
*Procedure |
To a stirring solution of titanium isopropoxide (2.5 mmol, 0.74 mL), Et2O (10.0 mL), and iPrMgCl (2.75 mL, 5.5 mmol) at – 78 °C, N-allyl-N-methyl-N-(3-phenyl-3-butenyl)amine (412, 201.0 mg, 1.0 mmol) was added dropwise. The mixture was stirred at –50 °C for 1 hour, then warmed to between –40 °C and –30 °C for 5 hours. When no starting material remained (GC analysis) the reaction was quenched by the addition of methanol (6.0 mL) and a saturated solution of NaHCO3 (8.0 mL). The product was extracted into diethyl ether (3 x 100 mL), the combined organic layer washed with water (4 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 (12 mg, 0.12 mmol, 12 %). |
*Yield (%) | 12 |
*Type of Yield | Isolated product yield |
Reference(s) | DM Thesis_2000_pp149.pdf DM Thesis_2000_pp64.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 |