专利号:US-4451392-A 优先权日:1982-09-30 标题:Synthesis of triconjugated dienones and novel intermediates used in said process 发明人:EVERS WILLIAM J; STORK GILBERT; MOOKHERJEE BARJA D; HEINSOHN JR HOWARD H 权利人:INT FLAVORS & FRAGRANCES INC 摘要:Described is a process for preparing triconjugated dienones defined according to the structure: wherein R1 represents C1-C8 alkyl, phenyl or phenyl methyl and wherein R2 represents hydrogen or C1-C5 lower alkyl; and wherein the wavy lines are indicative of a 'cis' or a 'trans' juxtaposition of the R2, methyl, acyl or vinyl moieties about one or both of the carbon-carbon double bonds which process involves the reaction of an acyl halide having the structure: (wherein X represents chloro) with a substituted or unsubstituted prenyl ester having the structure: wherein R3 represents C1-C5 alkyl in the presence of an aluminum chloride catalyst and a methylene dichloride solvent in order to form the novel intermediate genus defined according to the structure: then dehydrohalogenating the compound defined according to the structure: using an alkali metal carbonate and a dimethylformamide solvent in order to form the novel compound genus having the structure: wherein one of the dashed lines represents a carbon-carbon double bond and the other of the dashed lines represents a carbon-carbon single bond; and then dehydroacyloxylating the compound having the structure: in order to form the compound having the structure: the dehydroacyloxylation step taking place in the presence of an alkali metal carbonate and dimethylformamide solvent.
专利号:US-4560791-A 优先权日:1982-09-30 标题:Synthesis of triconjugated dienones and intermediates used in said process 发明人:EVERS WILLIAM J; STORK GILBERT; MOOKHERJEE BRAJA D; HEINSOHN JR HOWARD H 权利人:INT FLAVORS & FRAGRANCES INC 摘要:Described is a process for preparing triconjugated dienones defined according to the structure: wherein R1 represents C1-C8 alkyl, phenyl or phenyl methyl and wherein R2 represents hydrogen or C1-C5 lower alkyl; and wherein the wavy lines are indicative of a 'cis' or a 'trans' juxtaposition of the R2, methyl, acyl or vinyl moieties about one or both of the carbon-carbon double bonds which process involves the reaction of an acyl halide having the structure: (wherein X represents chloro) with a substituted or unsubstituted prenyl ester having the structure: wherein R3 represents C1-C5 alkyl in the presence of an aluminum chloride catalyst and a methylene dichloride solvent in order to form the novel intermediate genus defined according to the structure: then dehydrohalogenating the compound defined according to the structure: using an alkali metal carbonate and a dimethylformamide solvent in order to form the novel compound genus having the structure: wherein one of the dashed lines represents a carbon-carbon double bond and the other of the dashed lines represents a carbon-carbon single bond; and then dehydroacyloxylating the compound having the structure: in order to form the compound having the structure: the dehydroacyloxylation step taking place in the presence of an akali metal carbonate and dimethylformamide solvent.
专利号:US-4467820-A 优先权日:1982-09-30 标题 :Synthesis of triconjugated dienones and novel intermediates used in said process 发明人:EVERS WILLIAM J; STORK GILBERT; MOOKHERJEE BRAJA D; HEINSOHN JR HOWARD H 权利人:INT FLAVORS & FRAGRANCES INC 摘要:Described is a process for preparing triconjugated dienones defined according to the structure: wherein R1 represents C1-C8 alkyl, phenyl or phenyl methyl and wherein R2 represents hydrogen or C1-C5 lower alkyl; and wherein the wavy lines are indicative of a 'Cis' or a 'trans' juxtaposition of the R2, methyl, acyl or vinyl moieties about one or both of the carbon-carbon double bonds which process involves the reaction of an acyl halide having the structure: with a substituted or unsubstituted prenyl ester having the structure: wherein R3 represents C1-C5 alkyl in the presence of an aluminum chloride catalyst and a methylene dichloride solvent in order to form the novel intermediate genus defined according to the structure: then dehydrohalogenating the compound defined according to the structure: using an alkali metal carbonate and a dimethylformamide solvent in order to form the novel compound genus having the structure: wherein one of the dashed lines represents a carbon-carbon double bond and the other of the dashed lines represents a carbon-carbon single bond; and then dehydroacyloxylating the compound having the structure: in order to form the compound having the structure: the dehydroacyloxylation step taking place in the presence of an alkali metal carbonate and dimethylformamide solvent.
专利号:US-5103047-A 优先权日:1990-05-01 标题:Process for preparation of 4- and 5-ketocarboxylic acids 发明人:VISO MIGUEL; REID JACK R 权利人:LORILLARD TOBACCO CO 摘要:This invention is a novel synthesis of 4-and 5-ketocarboxylic acids which includes the reaction of the appropriate delta- or gamma-lactone with a chromosulfuric acid solution and separating the 4- or 5-ketocarboxylic acid product from the reduced solution.
专利号:US-4560802-A 优先权日:1982-09-30 标 题:Synthesis of triconjugated dienones and novel intermediates used in said process 发明人:EVERS WILLIAM J; STORK GILBERT; MOOKHERJEE BRAJA D; HEINSOHN JR HOWARD H 权利人:INT FLAVORS & FRAGRANCES INC 摘要:Described is a process for preparing triconjugated dienones defined according to the structure: wherein R1 represents C1-C8 alkyl, phenyl or phenyl methyl and wherein R2 represents hydrogen or C1-C5 lower alkyl; and wherein the wavy lines are indicative of a 'cis' or a 'trans' juxtaposition of the R2, methyl, acyl or vinyl moieties about one or both of the carbon-carbon double bonds which process involves the reaction of an acyl halide having the structure: (wherein X represents chloro) with a substituted or unsubstituted prenyl ester having the structure: wherein R3 represents C1-C5 alkyl in the presence of an aluminum chloride catalyst and a methylene dichloride solvent in order to form the novel intermediate genus defined according to the structure: then dehydrohalogenating the compound defined according to the structure: using an alkali metal carbonate and a dimethylformamide solvent in order to form the novel compound genus having the structure: wherein one of the dashed lines represents a carbon-carbon double bond and the other of the dashed lines represents a carbon-carbon single bond; and then dehydrocyloxylating the compound having the structure: in order to form the compound having the structure: the dehydroacyloxylation step taking place in the presence of an alkali metal carbonate and dimethylformamide solvent.
专利号:US-4623749-A 优先权日:1982-09-30 标题:Synthesis of triconjugated dienones and novel intermediates used in said process 发明人:EVERS WILLIAM J; STORK GILBERT; MOOKHERJEE BRAJA D; HEINSOHN JR HOWARD H 权利人:INT FLAVORS & FRAGRANCES INC 摘要:Described is a process for preparing triconjugated dienones defined according to the structure: wherein R1 represents C1-C8 alkyl, phenyl or phenyl methyl and wherein R2 represents hydrogen or C1-C5 lower alkyl; and wherein the wavy lines are indicative of a 'cis' or a 'trans' juxtaposition of the R2, methyl, acyl or vinyl moieties about one or both of the carbon-carbon double bonds which process involves the reaction of an acyl halide with a substituted or unsubstituted prenyl ester having the structure: wherein R3 represents C1-C5 alkyl in the presence of an aluminum chloride catalyst and a methylene dichloride solvent in order to form a halogen-ester intermediate defined according to the structure: then dehydrohalogenating said halogen-ester intermediate using an alkali metal carbonate and a dimethylformamide solvent in order to form a ketoester having the structure: wherein one of the dashed lines represents a carbon-carbon double bond and the other of the dashed lines represents a carbon-carbon single bond; and then dehydroacyloxylating the ketoester in the presence of an alkali metal carbonate and dimethylformamide solvent in order to form the triconjugated dienone.
[参考文献]: S Billecke, Et Al. Human Serum Paraoxonase (Pon1) Isozymes Q And R Hydrolyze Lactones And Cyclic Carbonate Esters. Drug Metab Dispos. 2000 Nov;28(11):1335-42.
合成参考文献
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