Big Chemical Encyclopedia

Chemical substances, components, reactions, process design ...

Articles Figures Tables About

Benzyl acetoacetate

Benzyl [15N]-3,4,5-trimethylpyrrol-2-carboxylate, 94, has been obtained77,79 in 38% yield in the reaction of [15N]-sodium nitrite with benzyl acetoacetate in AcOH at 10-5 °C, during 18 h, followed by addition of 3-methyl-2,4-pentanedione, AcONa, powdered zinc in AcOH, heating the suspension at 60 °C during 1 h, pouring the suspension over ice-water (5°C, 18 h) and recrystallization (Me0H-H20). [Pg.807]

Benzyl acetoacetate [5396-89-4] M 192.2, b 130°/2mm, 156-157°/10mm, 162-167°/15mm, 275-277°/atm, d4 1.114, n D 1.514. Fractionate and collect fractions of expected physical properties. Otherwise add ca 10% by weight of benzyl alcohol and heat in an oil bath (160-170°, open vessel) for 30min during which time excess of benzyl alcohol will have distd off, then fractionate. [JOC 17 77 1952],... [Pg.106]

To a solution of 6 gms. (1 atom) of sodium in 75 c.cs. (excess) of absolute alcohol are gradually added 65 gms. (2 mols.) of acetoacetic ester. 32 gms. benzyl chloride are dropped in, and the temperature of the mixture is maintained at 30° for an hour. It is then refluxed for an hour. The product is distilled under reduced pressure, the fraction 164°—165° at 14 mms. consisting of benzyl acetoacetic ester being retained. Up to this temperature the unattacked acetoacetic ester passes over. [Pg.141]

The synthesis used benzyl acetoacetate 41 for the double alkylation so that the benzyl ester 42 could be specifically cleaved by hydrogenation to give 39. Condensation with unenolisable benzaldehyde is unambiguous (chapter 20) and ozone does the rest. [Pg.196]

Hydrocirinamic acid has been prepared by the reduction of cinnamic add with sodium amalgam,1 with hydriodic acid at ioo°,2 and with phosphorus and hydriodic acid 3 by the action of potassium cyanide on /3-phenylethyl chloride followed by hydrolysis 4 by the add hydrolysis of benzyl-acetoacetic ester 5 and by several other methods of no preparative value. It has also been prepared electrolytically by the reduction of cinnamic add in alkaline solution on cathodes of lead 8 and mercury.9... [Pg.80]

FCC) ETHYL ACETYLACETONATE ETHYL BENZYL ACETOACETATE ETHYL-3-OXO-BUTANOATE ETHYL-3-OXOBUTYRATE FEMA No. 2415 3-OXOBUTANOIC ACID ETHYL ESTER... [Pg.605]

Knoevenagel reactions are used in the synthesis of a wide variety of O- and N-heterocycles. In the typical Knorr pyrrole synthesis, a 1,3-dicarbonyl compound is condensed with an oximino- or azimino-1,3-dicarbonyl compound followed by reductive cyclization. Thus, catalytic hydrogenation of benzyl acetoacetate (243) and diethyl oximinoacetonedicarboxylate (242) affords pyrrole (244), which is transformed to (245) by another Knoevenagel reaction (Scheme 49). A rational synthesis of all four uropor-phyrines has been achieved by cyclization of appropriate pyrroles such as (245). ° Another typical preparation of a heterocycle that involves a Knoevenagel condensation is the Hantzsch 1,4-dihydro-pyridine synthesis. Here, an aldehyde and two molecules of a 1,3-dicarl30nyl compound react in the... [Pg.376]

In practice,benzyl acetoacetate (20) was used so that the free acid could be released and decarboxylated by hydrogenolysis. The benzaldehyde condensation is unambiguous as dehydration of the alternative product is impossible (Chapter 20). [Pg.226]

Real-time in situ Raman analysis of microwave-assisted organic reactions has also been reported [40, 41]. Raman spectroscopy provides a combination of high selectivity along with the ability to conduct analysis directly through the wall of glass reaction vessels and in monitoring the Knoevenegel condensation reaction of salicylaldehyde and benzyl acetoacetate to form 3-acetylcoumarin, observations were made inside the microwave compartment of the synthesizer. [Pg.826]

Carbopalladation of the double bond of the benzyl A/ -vinylcarbamate 124 with benzyl acetoacetate, and subsequent carbonylation affords the amino ester 125, which was converted to a y3-lactam [53],... [Pg.45]

Synonyms Acetoacetic acid ethyl ester Acetoacetic ester Diacetic ether Diacetyl ether EAA EEA Ethyl acetyl acetate Ethyl acelylacetonate Ethyl benzyl acetoacetate Ethyl 3-oxobutanoate Ethyl 3-oxobulyrate 3-Oxobutanoic acid ethyl ester Classification Aliphatic organic compd. [Pg.1108]

Benzylacetic acid. See Hydrocinnamic acid Benzyl acetoacetate... [Pg.464]

Benzylacetone. See Benzylidene acetone Benzyl acetyl acetate. See Benzyl acetoacetate Benzyl alcohol... [Pg.464]

Benzyl p-ketobutyrate. See Benzyl acetoacetate Benzyl ketone. See 1,3-Diphenyl-2-propanone Benzyl laurate... [Pg.475]

EEA Ethyl acetyl acetate Ethyl acetylacetonate Ethyl benzyl acetoacetate Ethyl 3-oxobutanoate... [Pg.1682]

Synonyms Ethyl 2-acetal-3-phenylpropionate Ethyl a-acetylhydrocinnamate Ethyl a-acetyl hyd roxyci n n am ate Ethyl benzyl acetoacetate Ethyl-3-oxo-2-benzylbutanoate... [Pg.1684]

Ethylbenzyl acetoacetate. See Ethyl 2-acetyl-3-phenylpropionate Ethyl benzyl acetoacetate. See Ethylacetoacetate... [Pg.1692]

Benzoin Benzonitrile Benzyl acetoacetate Benzyl butyrate Benzyl ether Benzyl formate Benzyl isobutyrate Benzyl phenylacetate 2-Butanol Butyl butyryl lactate a-Butylcinnamaldehyde Butyl cinnamate ... [Pg.5025]

Benzaldehyde dimethyl acetal Benzaldehyde glyceryl acetal Benzaldehyde propylene glycol acetal Benzoin Benzophenone Benzothiazole Benzyl acetate Benzyl acetoacetate Benzyl alcohol Benzyl benzoate... [Pg.5282]

Allyl phenoxyacetate Benzyl acetoacetate Ethyl benzoylacetate Ethyl phenylglycidate... [Pg.7072]

A 50%-Na-dispersion in mineral oil stirred under Ng and allowed to react with benzyl acetoacetate in tetrahydrofuran, after 10 min. 3-methyl-5,6,8-trimethoxy-... [Pg.476]

Matiychuk and co-workers were able to synthesize several trisubstituted pyrroles containing aryl substituents at position 4 via Hantzsch pyrrole synthesis. 3-Aryl-2-chloropropanals 11, 13, 15, and 17 reacted with ethyl acetoacetate 8 in the presence of ammonia to form the desired pyrroles 12, 14, 16, and 18 in modest yields. Modest yields were also obtained for benzyl acetoacetate derivatives in the same report using a similar protocol. [Pg.598]

In a tentative mechanistic proposal, formation of a carbocation intermediate 91 from the benzylalcohol is assumed, which reacts with the FeCls-acivated p-ketoesterenolate to give the benzylated acetoacetate 92. ZnCl2-promoted cyclization by intramolecular enamine formation (92 -> 93) and dehydrogenation of 93 by air oxygen provide the quinoline 90. [Pg.399]


See other pages where Benzyl acetoacetate is mentioned: [Pg.48]    [Pg.104]    [Pg.31]    [Pg.723]    [Pg.1678]    [Pg.504]    [Pg.200]    [Pg.1109]    [Pg.477]    [Pg.5391]    [Pg.6225]    [Pg.6851]    [Pg.422]    [Pg.137]   
See also in sourсe #XX -- [ Pg.221 ]




SEARCH



© 2024 chempedia.info