ALPHA-HYDROXYCARBOXYLIC ACID, ITS DERIVATIVE, AND THEIR PREPARATION

• Main Authors: FUJITA YOSHIJI, SHIONO MANZOU, NISHIDA TAKUJI
• Format: Patent
• Language: English
• Published: 21.12.1984
• Subjects: ADHESIVES; CHEMISTRY; CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION ORPROCESSING OF GOODS; 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; PAINTS; POLISHES; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS; TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINSTCLIMATE CHANGE

NEW MATERIAL:An alpha-hydroxycarboxylic acid shown by the formula I (R is H, or lower alkyl; R and R are H, lower alkyl, lower alkoxy, or R and R are linked to form group shown by the formula II; R is H, or protecting group; n is 0, 1, or 2), its ester, and a salt. EXAMPLE:2-Hydroxy-3-[2-(3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-b enzopyranyl)]propionic acid. USE:An antioxidant for organic materials such as fats and oils sensitive to oxygen, rubber products, plastic or processed foods, etc., more improved than vitamin E, and an intermediate for it. PREPARATION:An aldehyde shown by the formula III is reacted with a cyanide compound to give an alpha-hydroxynitrile shown by the formula IV, which is hydrolyzed to give easily a compound shown by the formula I . And, if necessary, this compound is esterified or subjected to salt formation reaction.