DICARBOXYLIC ACID DIESTER AND ITS PREPARATION

• Main Authors: FUJITA YOSHIJI, SHIONO MANZOU, NISHIDA TAKUJI
• Format: Patent
• Language: English
• Published: 12.09.1984
• Subjects: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAININGELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN,SULFUR, SELENIUM OR TELLURIUM; ADHESIVES; CHEMISTRY; CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION ORPROCESSING OF GOODS; COMPOSITIONS BASED THEREON; COMPOSITIONS OF MACROMOLECULAR COMPOUNDS; DYES; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; HETEROCYCLIC COMPOUNDS; MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FORELSEWHERE; METALLURGY; MISCELLANEOUS APPLICATIONS OF MATERIALS; MISCELLANEOUS COMPOSITIONS; NATURAL RESINS; ORGANIC CHEMISTRY; ORGANIC MACROMOLECULAR COMPOUNDS; PAINTS; POLISHES; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS; TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINSTCLIMATE CHANGE; THEIR PREPARATION OR CHEMICAL WORKING-UP; USE OF INORGANIC OR NON-MACROMOLECULAR ORGANIC SUBSTANCES ASCOMPOUNDING INGREDIENTS

NEW MATERIAL:The compound of formula I [R is H or alkyl; R is R , alkoxy or together with R form CH=CH-CH=CH; R is H or protecting group; A is S, CH2S, S-S, CH2S-SCH2, SCH2S, or CH2SCH2SCH2]. EXAMPLE:Di[2-( 3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-benzopyranyl )-ethyl] thiodiacetate. USE:An antioxidant or its precursor. It has higher antioxidation activity than vitamine E. PREPARATION:The compound of formula I is prepared by reacting the 2-substituted ethyl alcohol of formula II (R is H or protecting group) with the dicarboxylic acid of formula IIIin an inert solvent in the presence of a dehydrative condensation agent or under azeotropic dehydration condition. The starting compound of formula II can be obtained easily by reacting hydroquinone of formula IV with 4-methyl-5,6-dihydro-2H-pyrane in the presence of a Lewis acid.