Bulletin of the Korean Chemical Society

Korean Chemical Society (대한화학회)
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Tellurium Dioxide-Catalyzed Chlorination of Alcohols with Cholorotrimethylsilane

  • Published : 1997.10.20
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Abstract

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References

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  22. The reaction of benzyl alcohol is representative. A welldried 100 ml two-necked flask equipped with a reflux condenser and oil bubbler was placed 0.02 mole of chlorotrimethylsilane and 0.01 mole of tellurium dioxide in 15 mL of methylene chloride. After several minutes stirring at room temperature, the mixture changed into a homogeneous pale yellow solution. And 0.01 mole of benzyl alcohol diluted in 5 mL methylene chloride was slowly added dropwise to the above mixture, and resulting reaction mixture was stirred for 1 hour at room temperature. TLC observation (eluent: methylene chloride/ carbon tetrachloride) and NMR spectrum of the crude reaction mixture showed complete conversion to benzyl chloride. The reaction mixture was filtrated through a silica gel (70-230 mesh) column and the solvent was removed using a rotary evaporator. The product was identical in all respects with the authentic benzyl chloride.
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