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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_558.cdx |
*Reaction file type | CDX |
*Procedure |
To a stirred solution of N-methylallylamine (710 mg, 10.0 mmol), K2CO3 (2.00 g, 20.0 mmol) and MeCN (20 mL), cinnamyl bromide (1.97 g, 10.0 mmol) was added dropwise at 0 °C. The solution was allowed to warm to room temperature, refluxed for 1 hour, before quenching with a saturated solution of NaHCO3 (50.0 mL). The product was extracted into diethyl ether (3 x 40 mL), the combined organic layer washed with water (3 x 30 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 an orange oil (1.71 g, 9.1 mmol, 91 %). |
*Yield (%) | 91 |
*Type of Yield | Isolated product yield |
Reference(s) | DM Thesis_2000_pp170.pdf DM Thesis_2000_pp81-89.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 |