Method of Preparing 1,3-Dioxa-5,5,6,6,7,7-Hexafluorocyclooctane.

Abstract

This invention relates generally to organic synthesis and more particularly to the formation of cyclic formals from negatively substituted diols and formaldehyde. Successful formation of acetals and formals has been accomplished by means of reaction of the alkoxide with a geminal dihalide. However, product yields obtained using this procedure were generally lower than those attainable using the acid catalysis method. An object of this invention is to provide a new method of preparing 1,3-dioxa-5,5,6,6,7,7-hexafluorocyclooctane. Another object of this invention is to provide a simpler, more easily controlled method of preparing 1,3-dioxa-5,5,6,6,7,7-hexafluorocyclooctane. A further object of this invention is to provide a new process which produces 1,3-dioxa-5,5,6,6,7,7-hexafluorocyclooctane in a much higher yield. These and other objectives of this invention are achieved by reacting 2,2,3,3,4,4-hexafluoropentane-1,5-diol with formaldehyde in the presence of an excess of trifluoromethanesulfonic acid, F3CSO2OH to produce 1,3-dioxa-5,5,6,6,7,7-hexafluorocyclooctane.

Document Details

Document Type
Technical Report
Publication Date
Jul 08, 1985
Accession Number
ADD012182

Entities

People

  • Horst G. Adolph
  • Judah M. Goldwasser

Organizations

  • United States Department of the Navy

Tags

DTIC Thesaurus Topics

  • Aldehydes
  • Catalysis
  • Chemical Compounds
  • Formaldehyde
  • Inventions

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry