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classificationCPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentcpc/C07H17-07
classificationIPCInventive http://rdf.ncbi.nlm.nih.gov/pubchem/patentipc/C07H17-07
filingDate 1937-01-09-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationDate 1938-08-09-04:00^^<http://www.w3.org/2001/XMLSchema#date>
publicationNumber GB-490360-A
titleOfInvention Manufacture of glucosides and glucoside-like compounds
abstract Monoglucosides of polyhydroxy-flavones or -flavonones are prepared by reacting an alkali metal compound of a polyhydroxy-flavone or flavonone or a partly etherified derivative thereof with an acetohalogenose and if desired, saponifying the product. Alternatively, the appropriate polyhydroxy - o - benzal - acetophenone (polyhydroxy - chalcone) or partly etherified derivative thereof is converted into a monoglucoside by reacting its alkali metal compound with an acetohalogenose and the product then transformed by a known synthetic method into the corresponding flavone or flavonone compound. The products possess physiological properties. Examples describe the preparation of (1) 41-methoxy-7-hydroxy-flavone glucoside by (a) treating 41-methoxy-7-hydroxy-flavone in caustic soda solution with acetobromoglucose and saponifying the resulting tetra-acetyl-glucoside with concentrated caustic potash solution; or (b) reacting acetobromoglucose with 21 : 41 - dihydroxy - 4-methoxy-chalcone dissolved in caustic potash solution, acetylating the resulting tetra-acetylglucoside with acetic anhydride to give 21-acetoxy - 4 - methoxy - 41 - (tetra - acetylglucoside)-chalcone, treating with bromine to form the dibromide, and finally effecting ring closure and elimination of the acetyl groups by means of concentrated potash lye; (2) galangin glucoside by interaction of galangin with acetobromoglucose in caustic soda solution, followed by saponification of the isolated product with concentrated caustic soda solution; (3) eriodictyol glucoside by first forming the tetra-acetyl compound by reaction with acetobromoglucose in caustic soda solution and then saponifying. The formul of the products are given. The Provisional Specification states that acetyl-glucose may replace the acetobromglucose. The sample furnished under Sect. 2 (5) consists of eriodictyol cellobioside, prepared by treating a caustic soda solution of eriodictyol with acetobromocellobiose, isolating the heptaacetyl compound formed, and saponifying it by means of a methanol solution of sodium.
isCitedBy http://rdf.ncbi.nlm.nih.gov/pubchem/patent/US-2926162-A
priorityDate 1937-01-09-04:00^^<http://www.w3.org/2001/XMLSchema#date>
type http://data.epo.org/linked-data/def/patent/Publication

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