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Acetoacetates Acetoacetic acid

Methyl acetoacetate Acetoacetic acid, methyl ester (8) Butanoic acid, 3-oxo-, methyl ester (9) (105-45-3)... [Pg.68]

ACETOACETATO de METILO (Spanish) (105-45-3) see methyl acetoacetate. ACETOACETIC ACID, ETHYL ESTER... [Pg.15]

Acetoacetic acid, ethyl ester, calcium complex (2 1). See Calcium ethyl acetoacetate Acetoacetic acid, 2-hydroxyethyl ester, acrylate. [Pg.38]

Hydrolysis. Ethyl acetoacetate when treated w ith cold dilute sodium hydroxide solution gives the sodium salt of acetoacetic acid. This acid is unstable, and readily breaks down into acetone and carbon dioxide it is of considerable... [Pg.270]

By the ketonic hydrolysis of substituted acetoacetic esters this is brought about by the action of dilute alkali in the cold, followed by acidification and boiling. The free substituted acetoacetic acid is produced, which readily undergoes decarboxylation (since it has a carboxyl and a carbonyl group on the same carbon atom) to give a ketone, for example ... [Pg.335]

The a-acetobutyrolactone, with or without isolation, can be used in the preparation of various 5-substituted 2-butanone derivatives, presumably by decarboxylation of the acetoacetic acid obtained by ring hydrolysis. Simple hydrolysis gives 5-hydroxybutan-2-one (158) and acidolysis with hydrochloric acid gives 5-chlorobutan-2-one in good yields (159). [Pg.110]

Acetoiicetyliition Reactions. The best known and commercially most important reaction of diketene is the aceto acetylation of nucleophiles to give derivatives of acetoacetic acid (Fig. 2) (1,5,6). A wide variety of substances with acidic hydrogens can be acetoacetylated. This includes alcohols, amines, phenols, thiols, carboxyHc acids, amides, ureas, thioureas, urethanes, and sulfonamides. Where more than one functional group is present, ring closure often follows aceto acetylation, giving access to a variety of heterocycHc compounds. These reactions often require catalysts in the form of tertiary amines, acids, and mercury salts. Acetoacetate esters and acetoacetamides are the most important industrial intermediates prepared from diketene. [Pg.478]

Water hydroly2es pure diketene only slowly to give acetoacetic acid [541-50-4] which quickly decomposes to acetone and carbon dioxide, but increasing the pH or adding catalysts (amines, palladium compounds) increases the rate of hydrolysis. The solvolysis of diketene in ammonia results in aceto acetamide [5977-14-0] if used in stoichiometric amounts (99), and P-arninocrotonarnide [15846-25-0] if used in excess (100). [Pg.478]

As the most reactive and economical source of the acetoacetyl moiety, diketene is used as a valuable synthetic intermediate in the manufacture of acetoacetic acid derivatives and heterocycHc compounds which are used as intermediates in the manufacture of dyestuffs, agrochemicals, pharmaceuticals, and polymers. [Pg.480]

The most important use of diketene is for the preparation of derivatives of acetoacetic acid, such as acetoacetate esters, acetoacetamides, and chloroacetoacetates, which have found many uses in life sciences, dyestuffs, adhesives, and coatings. [Pg.480]

In the production of aryhdes of acetoacetic acid, two methods are employed ... [Pg.445]

Fig. 6. Key intermediates derived from benzene. The alkylation reaction shown employs ethylene oxide. Hydrazine condenses with acetoacetic acid to form... Fig. 6. Key intermediates derived from benzene. The alkylation reaction shown employs ethylene oxide. Hydrazine condenses with acetoacetic acid to form...
An unusual addition of acetoacetic acid to pyrido[2,3-Z>]pyrazin-2(l//)-one (400) to give (eventually) the 3-acetonyl derivative (401) was postulated (71TH21500) to occur via a cyclic transition state, and the similar addition of oxalacetic ester may occur via a related mechanism. [Pg.252]

A/ -Methoxycarbonyl-2-pyrroline undergoes Vilsmeier formylation and Friedel-Crafts acylation in the 3-position (82TL1201). In an attempt to prepare a chloropyrroline by chlorination of 2-pyrrolidone, the product (234) was obtained in 62% yield (8UOC4076). At pH 7, two molecules of 2,3-dihydropyrrole add together to give (235), thus exemplifying the dual characteristics of 2,3-dihydropyrroles as imines and enamines. The ability of pyrrolines to react with nucleophiles is central to their biosynthetic role. For example, addition of acetoacetic acid (possibly as its coenzyme A ester) to pyrroline is a key step in the biosynthesis of the alkaloid hygrine (236). [Pg.86]

The ease with which acetoacetic acid undergoes thermal decarboxylation... [Pg.894]

In the six-membered series the alkaloids of Punica gr ana turn, isopelletier-ine and methylisopelletierine, have been obtained by treatment of enamines with acetoacetic acid. Isopelletierine (194, R = H) was prepared also by Schopf et al. from d -piperideine (309-311). The reversibility of aldol dimerization (124,131) of enamines has been established by the synthesis of methylisopelletierine (194, R = Me) from dimethyltetrahydroanabasine, accomplished by Lukes and Kovaf (101) (Scheme 19). [Pg.299]

In 1909, Claisen described the first such reaction. Treating 2,5-di-methylisoxazolium methosulfate (140) with potassium benzoate in aqueous media he obtained the iV-methyl-iV-benzoyl amide (141) of acetoacetic acid. ... [Pg.407]

Acetylessigsaure, /. acetoacetic acid, acetylierbar, a. capable of being acetylated, acetylieren, n.f. acetylate,... [Pg.14]

Acetoacetic acid N-benzyl-N-methyiaminoethyl ester -Aminocrotonic acid methyl ester m-Nitrobenzaldehyde... [Pg.1070]

A mixture of 4.98 g of acetoacetic acid N-benzyl-N-methylaminoethyl ester, 2.3 g of aminocrotonic acid methyl ester, and 3 g of m-nitrobenzaldehyde was stirred for 6 hours at 100°C in an oil bath. The reaction mixture was subjected to a silica gel column chromatography (diameter 4 cm and height 25 cm) and then eluted with a 20 1 mixture of chloroform and acetone. The effluent containing the subject product was concentrated and checked by thin layer chromatography. The powdery product thus obtained was dissolved in acetone and after adjusting the solution with an ethanol solution saturated with hydrogen chloride to pH 1 -2, the solution was concentrated to provide 2 g of 2,6-dimethyl-4-(3 -nitrophenyl)-1,4-dihydropyridlne-3,5-dicarboxylic acid 3-methylester-5- -(N-benzyl-N-methylamino)ethyl ester hydrochloride. The product thus obtained was then crystallized from an acetone mixture, melting point 136°Cto 140°C (decomposed). [Pg.1070]

Nitrobanzaldehyde Acetoacetic acid methyl ester Ammonia... [Pg.1076]

Acetoacetic acid N-benzyl-N-methyl-amino ethyl ester Nicardipine... [Pg.1610]

Acetoacetic acid methyl ester Nifedipine Acetoacetic ester Dipyridamole Acetoin... [Pg.1610]

QHiqO 141-97-9) see Aminophenazone Baclofen Cefotaxime Ceftazidime Chloroquine Cloricromen Cloxacillin Dipyridamole Felodipine Flutoprazepam Hymecromone Kawain Lacidipine Leflunomide Methylthiouracil Nevirapine Nitrendipine Oxacillin Pentoxifylline Propyphenazone Sulfamerazine acetoacetic acid 4-(trifluoromethyl)anilide (C H (,F3N02 351-87-1) see Leflunomide acetoacetyl chloride... [Pg.2280]

C2HjNa02, 127-09-3) see a-Acetyldigoxin Dextrothyroxine Fluazacort Fluprednidene acetate Pioglitazone Pyrrocaine sodium acetoacetic acid ethyl ester (C HyNaO, 19232-39-4) see Pentoxifylline sodium acetylide (Na(C2H))... [Pg.2441]


See other pages where Acetoacetates Acetoacetic acid is mentioned: [Pg.895]    [Pg.28]    [Pg.87]    [Pg.15]    [Pg.11]    [Pg.11]    [Pg.895]    [Pg.851]    [Pg.5]    [Pg.5]    [Pg.92]    [Pg.536]    [Pg.480]    [Pg.24]    [Pg.461]    [Pg.321]    [Pg.509]    [Pg.799]    [Pg.895]    [Pg.13]    [Pg.1076]    [Pg.336]    [Pg.75]    [Pg.105]    [Pg.2280]    [Pg.2375]    [Pg.10]    [Pg.13]   


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2-Methyl acetoacetic acid

Acetoacetate amino acid conversion

Acetoacetate from aromatic amino acids

Acetoacetate from fatty acids

Acetoacetic acid

Acetoacetic acid Acetone

Acetoacetic acid Reformatsky reaction

Acetoacetic acid alkylation

Acetoacetic acid bromination

Acetoacetic acid decarboxylase

Acetoacetic acid decarboxylation

Acetoacetic acid derivates

Acetoacetic acid derivatives

Acetoacetic acid enol silyl ethers

Acetoacetic acid esters

Acetoacetic acid ethyl ester, oxime

Acetoacetic acid hydrogenation

Acetoacetic acid isoleucine

Acetoacetic acid methyl ester

Acetoacetic acid methyl ester Nifedipine

Acetoacetic acid oxidation

Acetoacetic acid p-phenetidide

Acetoacetic acid phenylalanine

Acetoacetic acid synthesis

Acetoacetic acid utilization

Acetoacetic acid, activation

Acetoacetic acid, activation carboxylic acids

Acetoacetic acid, activation coenzyme

Acetoacetic acid, activation condensation

Acetoacetic acid, activation conversion

Acetoacetic acid, activation decarboxylation

Acetoacetic acid, activation various acids

Acetoacetic acid, allyl esters

Acetoacetic acid, detection

Acetoacetic acid, ethyl ester

Acetoacetic acid, ethyl ester, condensation

Acetoacetic acid, ethyl ester, labelled

Acetone from acetoacetic acid

Acidity ethyl acetoacetate

Acidity of ethyl acetoacetate

Amino acid acetoacetate from

Amino acid degradation acetoacetate

Carboxylic esters, acetoacetic acidity

Condensation, of acetoacetic ester, acid

Condensation, of acetoacetic ester, acid catalyzed

Condensation, of acetoacetic ester, acid with sodium cyanide and hydrazine

Condensation, of acetoacetic ester, acid with tetrahydropyran

Coupling, of benzenediazonium chloride with acetoacetic acid

Decarboxylation of acetoacetic acid

Decarboxylation reactions acetoacetic acid

Decarboxylation, acetoacetic acid oxidative

Ethyl acetoacetate relative acidity

Ketosis Acetoacetic acid

Liver, acetoacetic acid formation

Methyl acetoacetate, acidity

Pyrrolidine-2-acetoacetic acid

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