Malonates methyl

Other alkali/alkaline earth metal iodides either cleave esters less efficiently or form insoluble carboxylate salts and are therefore not as effective as Lil. Addition of Li and l" compounds capable of forming Lil under reaction conditions works as well as initially charging Lil (Table IV). The acetaldehyde producing step. Equation 17, is carried out with the cobalt-based catalyst. Since the carboxylate half of the ester is not involved with the cobalt center, any methyl ester which can be cleaved by Lil should also show activity. We have found that methyl isobutyrate, dimethyl malonate, methyl propionate, and dimethyl succinate yield acetaldehyde and the corresponding carboxylic acids in high yield under the same conditions utilized with methyl acetate. 

Keywords aromatic hydroxyaldehyde, ethyl malonate, methyl malonate, Knoe-venagel reaction, microwave irradiation, 3-substituted coumarin... 

Ethyl acetylene (1-butyne) Phosphorus tribromide Ethyl bromide Diethyl malonate Methyl urea... 

Mercury bis-malonic methyl ester, Hg[CH(COOMe)2]2-—Methyl malonate (36 grams, 2jmols.), with 25 grams of mercuric oxide (1 mol.) and 50 c.c. of water, are shaken on a machine at 37 C., in the absence of light. After twelve hours a white body having the above composition separates out. It is soluble in cold chloroform and sparingly in alcohol, acetone, or ethyl acetate. It sinters at 125 C. and melts at 127 C. (corr.). Saponification with 4 mols. of Normal alkali, and acidification with dilute sulphuric acid, gives an almost quantitative yield of tlie anhydride of hydroxymercuri-acetic acid. 

Hydroxymercuri methyl malonic methyl ester, IIOlIg.CMe (C02Me)2.—The preparation is carried out in a similar manner to tlie above, using equal molecules of the ester and mercuric oxide and continuing the shaking for several days. It is a white amorphous solid, insoluble in the usual solvents. When saponified as above it gives an 85 per cent, yield of the anhydride of h droxymercuri-propionic acid. In a similar manner the methyl ester of ethylmalonic acid yields 80 per cent, of hydroxymercuribiityric acid anhydride. 

PS cyclohexane, acetone, tert-huiy acetate, ethyl acetate, ethyl oxalate, vinyl acetate, ethyl malonate, methyl acetate,... 

Anisaldehyde Acetone Acetone Ethyl Acetate Ethyl Nitrate Benzoyl Ethyl Acetate Di-Methyl Malonate Methyl Cyan Acetate Methyl Cyan Acetate Ethyl Cyan Acetate Ethyl Cyan Acetate... 

Bis(methoxycarbonyl)(phenyliodinio)methanide (778), the most common iodonium ylide derived from malonate methyl ester, has found synthetic applications in the C—H insertion reactions [1044-1048] and the cyclopropanation of alkenes [1049-1055], including enantioselective cyclopropanations in the presence of chiral rhodium complexes [1056-1058], Representative examples of these reactions are shown in Scheme 3.306 and include the BFs-catalyzed bis(carbonyl)alkylation of 2-alkylthiophenes 777 [1045] and the optimized procedure for rhodium-catalyzed cyclopropanation of styrene 779 [1052]. 

A particularly useful reagent in these carbenoid reactions is the highly soluble and reactive iodonium ylide 780 derived from malonate methyl ester and bearing an ortfw methoxy substituent on the phenyl ring [1059]. This reagent shows higher reactivity than common phenyliodonium ylides in the Rh-catalyzed cyclopropanation, C-H insertion and transylidation reactions under homogeneous conditions. Scheme 3.307 shows representative examples of the carbenoid reactions of ylide 780 [1059]. 

Malonic ester. See Diethyl malonate Malonic methyl ester nitrile. See Methyl cyanoacetate Malononitrile... 

Methyl maleate. See Dimethyl maleate Methyl malonate. See Dimethyl malonate Methyl mercaptan... 

TetramethyM, 4-bis-(N,N-dimethylamino) disilethylene blocking agent, isocyanate Caprolactam Diethyl malonate Methyl ethyl ketoxime Phenol... 

Degradation of the pyrimidines follows route A of Fig. 211 in most organisms. The final products are carbamic acid, which spontaneously hydrolyses to CO2 and NHg, / -alanine (D 16) and jS-aminoisobutyric acid. In some bacteria, however, a second pathway, route B, exists which yields urea and malonic/methyl-malonic acids as the degradation products. 

Method One, Mitra (572). Potassium phthalimide + diethyl bnuno-malonate - Methyl phthalimidomalonate diethyl metho ymetbyl pbthalimidomalonate serine. 

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