Methyl ethyl ketone bromide

Methylene bromide, 112 Methyl ethyl ketone, 23 a-Methyl d-glucoside, 112 Methyl Oxalate, 70 Myristyl alcohol, 64... 

Methyl ethyl ketone, crotonaldehyde, and acrolein react similarly with ethynylmagnesium bromide. The respective yields of acetylenic alcohols are 69%, 84%, and 40%. 

A total synthesis of ( )-aromatin has utilized the lithium anion of the dithiane of (E)-2-methyl-2-butenal as a functional equivalent of the thermodynamic enolate of methyl ethyl ketone in an aprotic Michael addition (Scheme 189) (81JOC825). Reaction of the lithium anion (805) with 2-methyl-2-cyclopentenone followed by alkylation of the ketone enolate as its copper salt with allyl bromide delivered (807). Ozonolysis afforded a tricarbonyl which cyclized with alkali to the aldol product (808). Additional steps utilizing conventional chemistry converted (808) into ( )-aromatin (809). 

Triphenyl selenium bromide, (C6H5)3SeBr, is formed when the foregoing chloride is dissolved in boiling ethylene dibromide. It is crystallised from methyl ethyl ketone and melts with decomposition at 236° C., heating at this temperature causing decomposition with formation of diphenyl selenide and bromobenzene. 

Preparation of Allyl 2,4-Dichlorophenyl Ether.48 A mixture of 10.8 g. (0.066 mole) of 2,4-dichlorophenol, 9.7 g. (0.080 mole 21.5% excess) of allyl bromide, 9.4 g. of powdered anhydrous potassium carbonate, and 50 cc. of methyl ethyl ketone is refluxed for four and one-half hours. After cooling, 100 cc. of water is added and the organic layer is separated. The aqueous layer is extracted twice with 50-cc. portions of petroleum ether (b.p. 90-100°) and the extracts are combined with the organic layer, which is then extracted twice with 50-cc. portions of 10% sodium hydroxide to remove any unreacted phenol and washed twice with water. After drying over calcium chloride, the solvent is evaporated and the residual oil is distilled under diminished pressure, giving 11.4 g. 85%) of colorless liquid, b.p. 98-99°/2 mm. dfl 1.258 1.5522. 

Aromatic and aliphatic amino ethers have been synthesized by this method. An example of the formation of a cyano ether is the preparation of p-cyano benzyl methyl ether from the substituted benzyl bromide and sodium methoxide (84%). Also, certain aryloxyacetonitriles, AtOCHjCN, are made by the condensation of chloroacetonitrile with sodium phenoxides in a solution of methyl ethyl ketone containing a small amount of sodium iodide (70-80%). Aromatic nitro ethers, like o- and p-nitrodiphenyl ether, have been prepared by the Ullmann procedure (84%). The synthesis of alkyl p-nitrophenyl ethers has also been accomplished with good yields (55-92%). ... 

The a-bromine atom is stable during lactone formation from a,y-dibromo-butyryl bromide the yield of a-bromo lactone is 94%. Under similar conditions the /3-bromine atom of /3,y-dibromohexanoic acid is eliminated as hydrogen bromide to give the lactone of 4-hydroxy-2-hexenoic acid. Cyclization of alkali salts of 15-bromopentadecanoic acid has been studied using various solvents and concentrations. Best yields of the O)-lactone are obtained from the potassium salt in methyl ethyl ketone. ... 

Preparation of AUyl 2,4-Dichlorophenyl Ether.A mixture of 10.8 g. (0.066 mole) of 2,4-dichlorophenol, 9.7 g. (0.080 mole 21.5% excess) of allyl bromide, 9.4 g. of powdered anhydrous potassium carbonate, and 50 cc. of methyl ethyl ketone is refluxed for four and one-half hours. After cooling, 100 cc. of water is added and the organic layer is separated. 

Ethynylmagnesium bromide, 39, 56 reaction with acrolein, 39, 58 with aldehydes and ketones, 39, 57 with crotonaldehyde, 39, 58 with methyl ethyl ketone, 39, 58 Extraction apparatus, Kies, 37, 30 Extractor, continuous, 30, 4... 

Mercury compounds Methanol Methoxychlor Methyl bromide Methyl chloride Methyl ethyl ketone Methyl hydrazine Methyl iodide Methyl isobutyl ketone Methyl isocyanate Methyl methacrylate Methyl f-butyl ether... 

Derivation Reaction of sodium bromide and methyl ethyl ketone in the presence of sodium chlorate. 

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