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Darzens halogenation : ウィキペディア英語版
Darzens halogenation

Darzens halogenation is the chemical synthesis of alkyl halides from alcohols via the treatment upon reflux of a large excess of thionyl chloride or bromide (SOX2) in the presence of a small amount a nitrogen base, such as a tertiary amine or pyridine, or the corresponding hydrochloride. The reaction is named after its creator, Auguste George Darzens, who first reported it in 1911. The procedure is effective for a wide range of alcohols including those that are difficult to halogenate, such as cyclohexanol (which normally decomposes to form cyclohexene if reacted with only SOCl2). The reaction takes place through an SN2 mechanism but is also often used in the description of SNi mechanisms.

Example:
:CH3CH2OH + SOX2 + pyridine → CH3CH2X + SO2 + HX where X = Cl or Br
==References==


抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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