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methoxymethylenetriphenylphosphine
Methoxymethylenetriphenylphosphine is a Wittig reagent with used as an reagent in the homologization of aldehydes and ketones to extended aldehydes, an organic reaction first reported in 1958 . This reagent is quite unstable to even mild temperatures and water. As such it must be made in situ, taking on a blood red color, indicative of destabalized ylides.
==Preparation==
The reagent can be prepared (''scheme 1'') by reaction of triphenylphosphine 1 with chloromethyl methyl ether 2 in diethyl ether to the phosphonium salt 3. 3 can also be prepared from triphenylphosphine, methylal and acetyl chloride, a reaction avoiding the costly and carcinogenic chloroalkyl ether and especially useful for large batches.
This salt is deprotonated to the phosphonium ylide Methoxymethylenetriphenylphosphine 4 by phenyllithium.
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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