<紀要論文>
Synthesis of 2-Aminomethyl-5-tert-butylphenols

作成者
本文言語
出版者
発行日
収録物名
開始ページ
終了ページ
出版タイプ
アクセス権
JaLC DOI
概要 Mannich-type aminomethylation of m-tert-butylphenol (1) with a variety of secondary amines and formalin was carried out in ethanol at 70-80℃ for 2h. The reaction with amines such as pyrrolidine, piper...idine, N-methylpiperazine, and N-benzylpiperazine gave the expected products, 2-pyrrolidino-methyl-(2b), 2-piperidinomethyl-(2d), 2-(N-methylpiperazino)methyl-(2e), and 2-(N-benzyl-piperazino)-methyl-5-tert-butylphenol (2f) in high yields. In the reaction with piperazine, the desired compound, 2-(piperazinomethyl)5-tert-butylphenol (2g) was not formed and N,N'-bis(2-hydroxy-4-tert-butylbenzyl)piperazine (3) and bis [N,N'-di (2-hydroxy-4-tert-butylbenzyl)]piperazinomethane (4) were produced in 52% and 38% yields, respectively. 2-(Dimethylamino)methyl-5-tert-butylphenol (2a) was obtained, albeit in a poor yield, when aqueous 10% potassium hydroxide solution was added to the reaction mixture with dimethylammonium chloride to generate the free amine. Addition of the base was effective in the Mannich condensation with morpholine, giving the desired 2-(morpholino)methyl-5-tert-butylphenol (2c) in a moderate yield. Without the base, the reaction did not occur.続きを見る

本文情報を非表示

KJ00004507843 pdf 259 KB 192  

詳細

レコードID
査読有無
関連情報
ISSN
NCID
タイプ
登録日 2009.04.22
更新日 2017.06.07

この資料を見た人はこんな資料も見ています