Accession Number : ADD013236

Title :   Synthesis of 3-Hydroxyoxetane.

Descriptive Note : Patent, Filed 14 May 82, patented 26 Jul 83,

Corporate Author : DEPARTMENT OF THE NAVY WASHINGTON DC

Personal Author(s) : Baum, Kurt ; Grakauskas, Vytautas ; Berkowitz, Phillip T

Report Date : 26 Jul 1983

Pagination or Media Count : 6

Abstract : A process for preparing 3-hydroxyoxetane comprising the following steps is disclosed: (1) reacting a carboxylic acid of the formula CH3(CH2)nCOOH with epichlorohydrin in the presence of anhydrous ferric chloride to produce an ester; (2) protecting the secondary hydroxy group of the ester with a blocking group, z, that is stable oto bases; thus forming a blocked ester; (3) hydrolyzing the blocked ester formed in step (2) with an aqueous base to remove the carboxylic acid and form a 3-hydroxyoxetane derivative; (4) removing the blocking group from the 3-hydroxyoxetane derivative by heating it with an alcohol and an acid to form the product 3-hydroxyoxetane.

Descriptors :   *PATENTS, *OXETANES, *HYDROXYL RADICALS, *SYNTHESIS(CHEMISTRY), CARBOXYLIC ACIDS, PROPENES, OXIDES, IRON COMPOUNDS, CHLORIDES, CHEMICAL REACTIONS, ESTERS, BLOCKING, HYDROLYSIS, CHEMICAL RADICALS, REMOVAL, THERMOCHEMISTRY, PROPELLANTS

Subject Categories : Organic Chemistry
      Industrial Chemistry and Chemical Processing

Distribution Statement : APPROVED FOR PUBLIC RELEASE