Methyl ethyl ketone iodide

Methyl ethyl ketone peroxide Methyl formate Methyl iodide Methyl isoamyl acetate Methyl isobutyl carbinol Methyl isobutyl ketone (hexone)... 

C) 4 -lodobutyl-3,4-Dimethoxybenzoate 32.5 g of 4 -chlorobutyl-3,4-dimethoxybenzoate and 19.5 g of sodium iodide (10% excess) were boiled in 150 ml of methyl ethyl ketone for 2.5 hours after cooling and filtering off the sodium chloride produced, the reaction was found not to be entirely completed boiling was then continued for another two hours the reaction mixture was cooled, and the solid filtered off and washed with 2 x 100 ml of ether. 

Diethyl sodium phthalimidomalonate (Barger and Weichselbaum, Organic Syntheses, 1943, Coll. Vol. II, 3B4) (6.52 g) was dissolved in boiling methyl ethyl ketone (BO ml) and a solution of p-nitrobenzyl chloride (3.44 g 1.0 mol) in the same solvent (20 ml) was added. Sodium iodide (ca 0.5 g) dissolved in hot methyl ethyl ketone (10 ml) was introduced, and produced an immediate precipitation. The mixture was refluxed for 1.5 hours, cooled, filtered, evaporated under vacuum and the residual gum crystallized from ethanol. The di-ethyl-p-nitrobenzyl-phthalimidomalonate formed colorless prisms (B8%), MP 103° to 105°C, sharpening to 104° to 105°C on recrystallizing from ethanol. 

Mebeverine (81), a smooth muscle relaxant, is prepared, i. a., by reacting sodium 3,4-dimethoxy-benzoate (77) with 1,4-dichlorobutane to form chloro-ester 78 which is in turn transformed to the corresponding iodide (79) on heating with Nal in methyl-ethyl ketone. Alkylation of 2-ethylamino-3-p-methoxy-phenylpropane (80) with 79 leads to mebeverine... 

Methyl acetate Methyl acrylate Methyl r-butyrate Methyl w-butyrate Methyl chloride Methyl ethyl ketone Methyl formae Methyl iodide Methyl propionate Mehyl propyl ketone Methyl sulfide Naphthalene Nitric acid Nitric acid, 60% Nitrobenzene Nitrogen dioxide Nitrotoluene Octane Octyl alcohol Pentachloroethane Pentane Phenol... 

Methylene iodide, d452 /3-Methylene-/3-propiolactone, d483 (l-Methylethyl)benzene, il03 Methyl ethyl ketone, b475... 

B. 2-Iodoethyl benzoate. A mixture of 170 g. of anhydrous sodium iodide and 1.2 1. of methyl ethyl ketone (Note 2) is heated on a steam bath for 1 hour with occasional shaking in a 3-1. round-bottomed flask fitted with a water-cooled reflux condenser. 2-Chloroethyl benzoate (162 g., 0.88 mole) is added to the mixture, and heating is maintained for an additional 22-24 hours with occasional shaking. The mixture is cooled to room temperature and filtered through a 15-cm. Buchner funnel with suction. The inorganic salts on the filter are washed with 200 ml. of methyl ethyl ketone, and the filtrate is concentrated by distillation of about 1 1. of the solvent. The residue is poured into 1 1. of water contained in a separatory funnel, which is shaken, and the lower layer is withdrawn. The latter is washed successively with 200 ml. of 10% sodium bisulfite solution, 200 ml. of 5% sodium bicarbonate solution, and 100 ml. of water. It is dried with anhydrous magnesium sulfate (5-7 g.) and fractionated under reduced pressure. The yield of material boiling at 133 -136°/2.5 mm., 1.5820, is 190 -196 g. (78-81%). 

Methyl n-amyl carbinol. 247, 254 Methyl n-amyl ketone, 482 Methylaniline (mono), pure, from commercial methylaniline, 562, 570 P-Methylanthraquinone, 728, 740 Methyl benzoate, 780, 781 p-Methyl benzyl alcohol, 811,812 Methyl benzyl ketone, 727, 735 Methyl y-bromocrotonate, 926, 927 2-Methyl-2-butene, 239 Methyl n-butyl carbinol, 247,255 Methyl n-butyl ether, 314 Methyl n-butyl ketone, 475, 481 4-Methylcarbostyril, 855 p-Methylcinnamic acid, 719 4-Methylcoumarin, 853, 854 Methyl crotonate, 926, 927 Methylethylacetic acid, 354, 358 Methylethylethynyl carbinol, 468 Methyl ethyl ketone, 335, 336 purification of, 172 Methyl n-hexyl ether, 314 Methyl n-hexyl ketone, 335, 336 Methyl n-hexyl ketoxime, 348 Methyl hydrogen adipate, 938 Methyl hydrogen sebacate, 938,939 4-Methyl-7-hydroxycoumarin, 834 Methyl iodide, 287 Methyl isopropyl carbinol, 247,255 Methyl 4-keto-octanoate, 936... 

The starting material (0.081 mmol) was dissolved in methyl ethyl ketone (10 mL), and sodium iodide (20 eq) was added. The reaction mixture was heated to reflux for 4 h, and was then taken up in EtOAc and washed with 10% sodium thiosulfate. The organic phase was dried over NajSO, and the solvent was removed by rotary evaporation. 

Methyl ethyl ketone and methyl iodide give tertiary amyl alcohol. 

Diacidic phosphonates (Vla-VId), i.e., those with two protons available for substitution, had a tendency to yield significant a-mounts of bis-substituted phosphonates [(RiC0CH20)2P0(R2) ] upon reaction with IV. However, it was found that careful addition (Table I) of the a-diazoketone to the phosphonate at reaction temperature minimized the formation of this by-product moreover, the bis-substituted phosphonates could be converted to the corresponding monoacids by refluxing the former with sodium iodide in methyl ethyl ketone. In this manner higher yields of phosphonates (e.g., Vllla-VIIId) could be obtained. 

Iodopyrazines are prepared from the corresponding chloropyrazines by treatment with a saturated solution of sodium iodide in methyl ethyl ketone containing a little hydriodic acid.295... 

Thin-layer chromatography on alumina,271 silica gel,139,271>272 cellulose,262,272 Avicel,250,262 and polyamide273 thin layers has extended considerably the applications of chromatography to the separation and purification of imidazoles. Polyamide layers are useful especially for the separation of imidazoles and their 1-methyl derivatives and (using methyl ethyl ketone as solvent) allows separation of the more polar co mpounds su ch as 1,3 -dimethylimidazolium iodide.2 7 3 Imidazolines have also been separated by thin-layer chromatography.274... 

The critical temperature for the thermal rearrangement of 3a under various conditions (in the melt,96 in quinoline20 or naphthalene17) appears to be in the vicinity of 180°. The 3-methoxy derivative (70) isomerizes readily with lithium iodide (in methyl ethyl ketone at 64°).17,96 When ethyl iodide is added to this reaction, i r-methylsaccharin (8) and iV-ethylsaccharin (22) are formed together.96 Lithium iodide catalysis is particularly useful in rearranging nucleoside derivatives, e.g., 71.17 The 3-benzyloxy derivative (73) reacts with debenzylation.17 Even more complex systems like derivatives of steroid alcohols17,20 are isomerized on heating in reasonable yields. When the optically active 3-(2-(cZ)octyloxy)benz[d]isothiazole-l, 1-dioxide was thermally re-... 

Methyl ethyl ketone (MEK), see 2-Butanorie N-methyl formamide Methyl formate Methyl iodide... 

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%). ... 

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