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30th August 2013 @ 13:56

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Reaction information

*#Reaction file
*Reaction file type CDX 

tert-Butyl dimethyl silyl chloride (7.75 g, 51.5 mmol) and imidazole (3.18 g, 46.8 mmol) were added to a stirred solution of 3-hydroxy-propane-1-(paratoluenesulfonate) (204) (10.76 g, 46.8 mmol) in DMF (20 mL). After 2.5 h, the reaction mixture was diluted with water (10 mL) and ether (25 mL) and the phases separated. The aqueous was extracted with ether, and the combined organic phases washed with brine, dried over Na2SO4, filtered and concentrated to give the title compound as a clear, colourless oil (13.64 g, 39.4 mmol, 85%). 

*Yield (%) 85 
*Type of Yield Isolated Product Yield 
Further information Compound 205: 3-(Dimethyl-tert-butylsilyloxy)-propane-1-(para-toluene sulfonate)

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 Reaction 204 
For step in multistep reaction - link to following reaction step Reaction 206
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