Synthesis 1990; 1990(5): 407-410
DOI: 10.1055/s-1990-26889
paper
© Georg Thieme Verlag, Rüdigerstr. 14, 70469 Stuttgart, Germany. All rights reserved. This journal, including all individual contributions and illustrations published therein, is legally protected by copyright for the duration of the copyright period. Any use, exploitation or commercialization outside the narrow limits set by copyright legislation, without the publisher's consent, is illegal and liable to criminal prosecution. This applies in particular to photostat reproduction, copying, cyclostyling, mimeographing or duplication of any kind, translating, preparation of microfilms, and electronic data processing and storage.

Synthesis of 3-Alkylcatechols via Intramolecular Cyclization

Tetsuo Miyakoshi* , Hiroyasu Togashi
  • *Department of Industrial Chemistry, Meiji University, Higashimita, Tamaku, Kawasakishi 214, Japan
Weitere Informationen

Publikationsverlauf

Publikationsdatum:
17. September 2002 (online)

The intramolecular cyclization of 2-alkanoyl-2,5-dimethoxytetrahydrofurans 4 with aqueous acid is described. 3-Alkylcatechols 7 were prepared in generally good yields by boiling the dioxane solution of compounds 4 in the presence of 1M hydrochloric acid. In addition, 4,5-dioxoalkanals 6 were obtained in good to high yields when the dioxane solution of compounds 4 was treated with 0.1 M hydrochloric acid.