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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 | ReactionScheme.cdx |
*Reaction file type | CDX |
*Procedure |
To a solution of propane-1,3-diol (100 mmol, 7.61 g) and pyridine (95 mmol, 7.52 g) in chloroform (100 mL) at 0 °C was added para-toluene sulfonyl chloride (79 mmol, 15.06 g). The reaction was stirred for 3 h, when H20 (10 mL) and Et2O (30 mL) were added. The layers were separated and the aqueous extracted with ether. The combined organic phases were washed with 2 M HCl (20 mL), NaHCO3 solution (20 mL) and brine (20 mL), dried over MgSO4, filtered and concentrated. The crude product was purified by column chromatography (SiO2, 70% ether in petrol) providing the title compound as a viscous, colourless oil (9.524 g, 51%). |
*Yield (%) | 51 |
*Type of Yield | Isolated Product Yield |
Reference(s) | DavidOwenThesis2000pp36,37,93.pdf 204LABBOOK.JPG |
Further information | Compound 204: 3-Hydroxy-propane-1-(paratoluenesulfonate) |
For multistep reactions (or their steps):
Overall reaction? | False |
For overall reaction - links to child reaction steps | N/A |
For step in multistep reaction - link to previous reaction step | N/A |
For step in multistep reaction - link to following reaction step | Reaction 205 |