Formic Acid Reduction. XIII. Formate Reaction of the Compounds possessing the Carbon Bound to Both Oxygen and Nitrogen

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書誌事項

公開日
1972
DOI
  • 10.1248/cpb.20.2112
公開者
公益社団法人 日本薬学会

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説明

There has been introduced a new type of formic acid reduction of the compounds in which both amine nitrogen and ether oxygen are bound to the same carbon. With series of N-(α-butoxybenzyl) dialkylamines, N-(butoxymethyl) dialkylamines and 3-methyloxazolidines, the reaction was normally carried out on heating with distillable formate, TMAF given by 5HCO2H·2N (CH3)3, to give tertiary amines, resulting in reductive fission at the carbon-oxygen bond. Mode of the reduction was clarified by the technique of using deuterated formic acids, in which formyl hydrogen of formic acid is transferred to the carbon of the carbon-oxygen bond. On the basis of this result a possible mechanism is described.

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