PyrazoloneおよびPyrazole誘導体の合成研究(第7報)Ethyl 5-Allyloxy-1-phenylpyrazole-3-carboxylateのClaisen転位

DOI Web Site Web Site

書誌事項

タイトル別名
  • Studies on Syntheses of Pyrazolone and Pyrazole Derivatives. VII. Claisen Rearrangement of Ethyl 5-Allyloxy-1-phenylpyrazole-3-carboxylate
  • PyrazoloneおよびPyrazole誘導体の合成研究-7-Ethyl 5-Allyloxy-1-phenylpyrazole-3-carboxylateのClaisen転位
  • Pyrazolone オヨビ Pyrazole ユウドウタイ ノ ゴウセイ ケ

この論文をさがす

抄録

The allylation of 5-position in ethyl 5-hydroxy-1-phenylpyrazole-3-carboxylate (I) was attempted and ethyl 5-allyloxy-1-phenylpyrazole-3-carboxylate (II) and ethyl 4, 4-diallyl-5-oxo-1-phenyl-2-pyrazoline-3-carboxylate (III) were obtained. The chemical structures of II and III were determined by infrared and nuclear magnetic resonance spectroscopies. To clarify the mechanism to form III, I was allylated under appropriate conditions and it was found that at room temperature II was obtained as a sole product and that heating was necessary for the formation of III. 4-Allyl-5-hydroxy-1-phenylpyrazole-3-carboxylate (IV) was obtained by heating II in benzene. The reaction of II or IV with allyl bromide gave III. These results suggest that Claisen rearrangement occurred in the above reaction.

収録刊行物

  • 薬学雑誌

    薬学雑誌 101 (3), 271-274, 1981

    公益社団法人 日本薬学会

キーワード

詳細情報 詳細情報について

問題の指摘

ページトップへ