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Showing papers on "Methyl vinyl ketone published in 1967"



Journal ArticleDOI
TL;DR: In this article, the reaction between (CH3CN)3Mo(CO)3 and methyl vinyl ketone in hexane solution is described, and the reaction of cyclooctatetraene, 1,3-cyclohexadiene, and other similar olefins with the acetonitrile complexes is also described.

64 citations


Journal ArticleDOI
TL;DR: The Schmidt reaction of acraldehyde, methyl vinyl ketone, and ethyl vinyl kone leads to the formation of ammonia with pyruvaldehyde, biacetyl, and pentane-2,3-dione, respectively, through the intermediate formation of β-azidocarbonyl compounds as mentioned in this paper.
Abstract: The Schmidt reaction of acraldehyde, methyl vinyl ketone, and ethyl vinyl ketone leads to the formation of ammonia with pyruvaldehyde, biacetyl, and pentane-2,3-dione, respectively, through the intermediate formation of β-azidocarbonyl compounds. For methyl isopropenyl ketone and mesityl oxide neither the Schmidt reaction of the ketone nor the acid-catalysed decomposition of the β-azido-ketone leads to similar products.

16 citations


Journal ArticleDOI
TL;DR: In this paper, the preparation of 1-dimethylamino-1-ethylthioethylene (ketene-N, S-acetal) from N, N-dimethylmethylthioacetamidium iodide and with some electrophilic reagents were investigated.
Abstract: The preparation of 1-dimethylamino-1-ethylthioethylene (ketene-N, S-acetal) from N, N-dimethylamino-S-ethylthioacetamidium iodide and the reactions of the ketene-N, S-acetal with some electrophilic reagents were investigated. One equivalent of phenyl isocyanate and two equivalents of diphenylketene reacted with the ketene-N, S-acetal to produce substituted acrylanilide and 2, 3-dihydro-α-pyrone derivative, respectively. On the other hand, the reactions of the ketene-N, S-acetal with carbon disulfide in the presence of elemental sulfur and with electrophilic oleflns, such as acrylonitrile and methyl acrylate, gave 5-dimethylaminotrithione and substituted cyclobutenes, respectively, by eliminating ethyl mercaptan. Further, it was found that α, β-unsaturated carbonyl compounds, such as acrolein and methyl vinyl ketone, afforded bicyclic compounds, 2, 10-dioxabicyclo[4. 4. 0]decadiene-3, 8 derivatives.

14 citations


Journal ArticleDOI
TL;DR: In this paper, the structure of NN-dimethylisobutenylamine with methyl vinyl ketone was deduced from extensive spectroscopic examination of the adduct.
Abstract: The reaction of NN-dimethylisobutenylamine with methyl vinyl ketone gives 2-dimethylamino-3,3,6-trimethyl-3,4-dihydro-2H-pyran as the first formed product. The structure was deduced from extensive spectroscopic examination of the adduct. The chemical reactions of the adduct, however, indicated a ready equilibration of the dihydropyran with methyl 2-dimethylamino-3,3-dimethylcyclobutyl ketone through the immonium enolate intermediate. Other enamines and vinyl ketones appear to behave similarly.

11 citations


Journal ArticleDOI
TL;DR: In this paper, a route to pentacyclic steroid derivatives has been developed involving the condensation of steroidal 16-hydroxymethylene-17-ketones with methyl vinyl ketone.

10 citations


Patent
20 Jul 1967
TL;DR: In the presence of zerovalent platinum or palladium containing one or more organic phosphine ligands, e.g. triethyl or triphenyl phosphine as mentioned in this paper.
Abstract: 1,154,937. Hydrogenating hydrocarbons. IMPERIAL CHEMICAL INDUSTRIES Ltd. 17 July, 1967 [10 Aug., 1966], No. 35787/66. Heading C5E. Hydrocarbons containing olefinic or acetylenic bonds are hydrogenated in the liquid phase in the presence of a compound of zerovalent platinum or palladium containing one or more organic phosphine ligands, e.g. triethyl or triphenyl phosphine. Other ligands may also be present, e.g. acetylene, phenylacetylene, acrylonitrile, methyl vinyl ketone, norbornadiene, maleic anhydride, and tetracyanoethylene. Examples describe the hydrogenation of a mixture of hexyne-1 and octene-1 to hexene-1, hexane and octane.

7 citations



Patent
11 Sep 1967
TL;DR: In this article, a 3-ketobutanol was produced by reaction of ACETONE with AQUEOUS FORMALDEHYDE solver at a temperature from 210* up to 300*C. At a superatmOSpheric pressure.
Abstract: PRODUCTION OF 3-KETOBUTANOL BY REACTION OF ACETONE WITH AQUEOUS FORMALDEHYDE SOLUTION AT A TEMPERATURE ABOVE 210* UP TO 300*C. AT A SUPERATMOSPHERIC PRESSURE. METHYL VINYL KETONE (WHICH CAN BE POLYMERIZED TO HIGH MOLECULAR WEIGHT COMPOUNDS) IS PREPARED FROM 3-KETOBUTANOL BY ELIMINATION OF WATER IN THE PRESENCE OF ALUMINUM OXIDE.

5 citations


Journal ArticleDOI
TL;DR: In this article, a synthetic sequence for the conversion of m-methoxy benzaldehyde to 2-mETHO-CARBONYL-methyl-3-mTHO-carbonyl-methyl, 3-mthoxy-carbonyl, 4-methylindanone, 5-methyl ester norketone and its reaction with methyl vinyl ketone is described.
Abstract: A synthetic sequence for the conversion of 2-methoxycarbonyl-methyl-3-methoxy-carbonyl-4-methylindanone to (±)-7-deoxyepiallo-gibberic acid methyl ester norketone is described.A synthetic sequence for conversion of m-methoxy benzaldehyde to 2-methoxycarbonyl-methyl-3-methoxycarbonyl-5-methoxy indanone and its reaction with methyl vinyl ketone are described.

1 citations


Patent
21 Dec 1967
TL;DR: In the production of epoxides by liquid phase catalytic reaction between an olefinically unsaturated compound and an organic hydroperoxide, the reaction is carried out below "autogenous pressure" while maintaining the reaction temperature at a level sufficient to volatilize a portion of the liquid phase reaction medium as discussed by the authors.
Abstract: 1,218,560. Epoxides. HALCON INTERNATIONAL Inc. 21 Dec., 1967 [30 Dec., 1966], No. 88116/67. Heading C2C. In the production of epoxides by the liquid phase catalytic reaction between an olefinically unsaturated compound and an organic hydroperoxide the reaction is carried out below "autogenous pressure" while maintaining the reaction temperature at a level sufficient to volatilize a portion of the liquid phase reaction medium. Autogenous pressure is defined as the bubble point pressure of the liquid reaction medium at the reaction temperature. Suitable olefins are, for example, aliphatic and aromatic mono-oleflnic hydrocarbons, butadiene, vinylcyclohexene, allyl alcohol, methallyl alcohol, diallyl ether, emthyl methacrylate, methyl oleate, methyl vinyl ketone and allyl chloride. Preferred hydroperoxides are ethylbenzene hydroperoxide, tertiary butyl hydroperoxide, and cyclohexanone peroxide. The preferred catalysts are those containing molybdenum, titanium vanadium and tungsten. An example is given of the conversion of propylene to propylene oxide.