ナトリウムアミドによるピコリルエーテルの転位反応(第1報)
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概要
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Alkyl- or benzylpyridylcarbinols (α or γ) were obtained from alkyl or benzyl (α or γ) picolyl ethers by the application of sodium amide in Decalin, xylene, or benzene. This indicates that the sodium amide forms a carbanion by the polar effect of nitrogen and the carbanion electron attacks the carbon with a low electron density in the rearranging radical, thus the rearrangement takes place. Ethyl , benzyl, secbutyl (α or γ)-picolyl ethers underwent the rearrangement to carbinols, but rearrangement product could not be isolated from ethyl β-picolyl ether, in which the effect of nitrogen is small, and from phenyl (α or γ) picolyl ethers, in which a carbon with a low electron density is not formed. In benzyl picolyl ethers, the carbanion is formed from the carbon directly bonded to the pyridine ring, and benzyl-(α or γ)-pyridylcarbinol is obtained by the rearrangement reaction.
- 公益社団法人日本薬学会の論文
- 1956-06-25
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