Ethyl propionate, oxidation

The stoichiometric and the catalytic reactions occur simultaneously, but the catalytic reaction predominates. The process is started with stoichiometric amounts, but afterward, carbon monoxide, acetylene, and excess alcohol give most of the acrylate ester by the catalytic reaction. The nickel chloride is recovered and recycled to the nickel carbonyl synthesis step. The main by-product is ethyl propionate, which is difficult to separate from ethyl acrylate. However, by proper control of the feeds and reaction conditions, it is possible to keep the ethyl propionate content below 1%. Even so, this is significantly higher than the propionate content of the esters from the propylene oxidation route. 

Ethyl formate Ethyl methacrylate Ethyl propionate Ethylene dibromide Ethylene dichloride Ethylene oxide... 

Omeprazole is obtained [15] by the reaction of acetyl ethyl propionate 1 with ammonia to give ethyl -3-amino-2,3-dimethyl acrylate 2. Compound 2 was converted to to 2,4-dihydroxy-3,5,6-trimethyl pyridine 3 by treatment with methyl diethylmalonate. Treatment of compound 3 with phosphorous oxychloride produced 2,4-dichloro-3,5/6-trimethyl pyridine 4. 4-Chloro-3/5,6-trimethyl pyridine 5 was obtained by treatment of compound 4 with hydrogen. On treatment of compound 5 with hydrogen peroxide and acetic acid, 4-chloro-3,5,6-trimethyl-pyridine-N-oxide 6 was produced. Treatment of compound 6 with acetic anhydride gave 4-chloro-2-hydroxymethyl-3,5-dimethyl pyridine 7 which was converted to 2-hydroxymethyl-3,5-dimethyl-4-methoxypyridine 8 by treatment with sodium methoxide. Compound 8 was treated with thionyl chloride to produce 2-chloromethyl-3,5-dimethyl-4-methoxypyridinc 9. Compound 9 interacts with 5-methoxy-2-mercaptobenzimidazole to give 5-methoxy 2-[((4-methoxy-3,5-dimethyl-2-pyridinyl)methyl)thio]-lH-bcnzimidazole 10 which is oxidized to omeprazole 11. 

Oxidation of n-butane. In the presence of oxygen, Co(l 1) is converted into Co(lll), the actual catalyst for oxidation of alkanes by oxygen thus oxidation of n-butane by Co(lll) ion at 100° at a pressure of 17-24 atm. gives acetic acid (83.5% yield) together with traces of n-butyric acid, propionic acid, and methyl ethyl ketone. Oxidation of n-pentane under similar conditions gives acetic acid (48% yield) and propionic acid (27% yield). Isobutane is relatively inactive. The reaction involves electron transfer in which cobalt ions function as chain carriers. 

ETHYL PROPIONATE (105-37-3) Forms explosive mixture with air (flash point 54°F/ 12°C). Violent reaction with strong oxidizers. Incompatible with ammonium persulfate, bromine dioxide, nitrates, permanganates, peroxides, strong acids sulfuric acid, nitric acid. Flow or agitation of substance may generate electrostatic charges due to low conductivity. 

Dibutyl ether, 49 Dibutylamine, 73 meto-Diethylbenzene, 42 orf/io-Diethylbenzene, 42 para-Diethylbenzene, 42 Ethyl 3-aminobenzoate, 472 Ethyl butyrate, 63 Ethyl cyanoacetate, 476 Ethyl propionate, 468 1-Hexanol, 45 1-Hexene, 32 Isobutyric acid, 61 Leucine, 79 Mesityl oxide, 57 4-Methoxyphenylacetone, 470 Methyl benzoate, 64... 

Several efficient oxidation reactions with molecular oxygen were developed using transition-metal complexes coordinated by variuos ligands in combination with apprOTriate reductants. Recently, it was found that cyclic ketones such as 2-methylcyclohexanone and acetals of aldehyde such as propionaldehyde diethyl acetal were effectively employed in aerobic epoxidation of olefins catalyzed by cobalt(II) complexes. In the latter case, ethyl propionate and ethanol were just detected in nearly stoichiometric manner as coproducts (Scheme 12), therefore the reaction system is kept under neutral conditions during the epoxidation. 

Mesityl oxide Methyl benzoate Nitroethane Propyl alcohol Propylene dichloride Tetrahydrofurfuryl alcohol Trichloroethylene solvent, cellulose ethers Acetone oxime Acetophenone Butyl benzoate Butyl formate Cyclohexane Cyclohexyl acetate Dibutyl tartrate Diethyl oxalate Epichlorohydrin Ethyl butyrate Ethylene glycol diacetate Ethyl-(S)-lactate Ethyl propionate Isopropyl butyrate Mesityl oxide... 

Ruthenium(IV) oxide - n-heptyltriphenylphosphonium bromide combinations (expt. 1) display the highest selectivity to ethyl propionate achieved so far in this work (60% of the total C1-C4 alkyl propionate fraction) under our preferred operating conditions. Fastest reaction rates are realized with ruthenium(IV) oxide tetrabutylphosphonium bromide (expt. 3) here the ethyl product fraction appears both as ethyl propionate and, in the presence of insufficient acid, as unester-ified ethanol (expt. 2). 

Sym. succinic esters. Ethyl propionate added dropwise with Dry-Ice-acetone cooling to Li-N-isopropylcyclohexylamide in tetrahydrofuran, after 15 min. CuBrg added all at once, stirred for an additional 15 min., then allowed to reach room temp. diethyl 2,3-dimethylsuccinate. Y 75%. F. e. s. M.W. Rathke and A. Lindert, Am. Soc. 93, 4605 (1971) with -butyllithium/cupric chloride, optically active sulfoxides and phosphine oxides by stereospecific oxidative dimerization cf. C. A. and B. E. Maryanoff, R. Tang and K. Mislow, Am. Soc. 95, 5839 (1973). 

Various 4-, 5-, or 4,5-disubstituted 2-aryIamino thiazoles (124), R, = QH4R with R = 0-, m-, or p-Me, HO C, Cl, Br, H N, NHAc, NR2, OH, OR, or OjN, were obtained by condensing the corresponding N-arylthiourea with chloroacetone (81, 86, 423), dichloroacetone (510, 618), phenacyichloride or its p-substituted methyl, f-butyl, n-dodecyl or undecyl (653), or 2-chlorocyclohexanone (653) (Method A) or with 2-butanone (423), acetophenone or its p-substituted derivatives (399, 439), ethyl acetate (400), ethyl acetyl propionate (621), a- or 3-unsaturated ketones (691), benzylidene acetone, furfurylidene acetone, and mesityl oxide in the presence of Btj or Ij as condensing agent (Method B) (Table 11-17). 

Butane-Naphtha Catalytic Liquid-Phase Oxidation. Direct Hquid-phase oxidation ofbutane and/or naphtha [8030-30-6] was once the most favored worldwide route to acetic acid because of the low cost of these hydrocarbons. Butane [106-97-8] in the presence of metallic ions, eg, cobalt, chromium, or manganese, undergoes simple air oxidation in acetic acid solvent (48). The peroxidic intermediates are decomposed by high temperature, by mechanical agitation, and by action of the metallic catalysts, to form acetic acid and a comparatively small suite of other compounds (49). Ethyl acetate and butanone are produced, and the process can be altered to provide larger quantities of these valuable materials. Ethanol is thought to be an important intermediate (50) acetone forms through a minor pathway from isobutane present in the hydrocarbon feed. Formic acid, propionic acid, and minor quantities of butyric acid are also formed. 

Production of maleic anhydride by oxidation of / -butane represents one of butane s largest markets. Butane and LPG are also used as feedstocks for ethylene production by thermal cracking. A relatively new use for butane of growing importance is isomerization to isobutane, followed by dehydrogenation to isobutylene for use in MTBE synthesis. Smaller chemical uses include production of acetic acid and by-products. Methyl ethyl ketone (MEK) is the principal by-product, though small amounts of formic, propionic, and butyric acid are also produced. / -Butane is also used as a solvent in Hquid—Hquid extraction of heavy oils in a deasphalting process. 

ETHYLENE GLYCOL ETHYL MERCAPTAN DIMETHYL SULPHIDE ETHYL AMINE DIMETHYL AMIDE MONOETHANOLAMINE ETHYLENEDIAMINE ACRYLONITRILE PROPADIENE METHYL ACETYLENE ACROLEIN ACRYLIC ACID VINYL FORMATE ALLYL CHLORIDE 1 2 3-TRICHLOROPROPANE PROPIONITRILE CYCLOPROPANE PROPYLENE 1 2-DICHLOROPROPANE ACETONE ALLYL ALCOHOL PROPIONALDEHYDE PROPYLENE OXIDE VINYL METHYL ETHER PROPIONIC ACID ETHYL FORMATE METHYL ACETATE PROPYL CHLORIDE ISOPROPYL CHLORIDE PROPANE... 

Ar-quinolin-2-yl)imino]propionates by injection or sublimation at 530°C yielded a mixture of 3-amino- and 3-ethoxy-l//-pyrimido[l,2-rz]quinolin-l-ones <2004AJC577>. An oxidative cascade for the biomimetic formation of the pyoverdine chromophore was supported by incubation of 2-[(4-hydroxyphenyl)- and 2-[(2-(3,4-dihydroxipheny-l)ethyl]-l,4,5,6-tetrahydropyrimidines with polyphenol oxidase or Pseudomonas extract to afford a mixture of 8,9-dihydroxy-2,3-dihydro- and -2,3,5,6-tctrahydro-l //-pyrimido[ 1,2- ]quinolines <20030L2215>. Oxidation of 2-[(2-(3,4-dihydroxiphenyl)ethyl]-l,4,5,6-tetrahydropyrimidine with MnOz gave a similar result. 

Hydrolysis, of ethyl a-(isopropylid-eneaminooxy)propionate, 48,121 of halogenated aromatic compounds in the presence of copper and cuprous oxide, 48, 96 of fl-iso valerol ac tam-N-su 1 fony 1 chloride to give /S-isovalerolactam, 46,51... 

This ester has been prepared by the action of ethyl jS-bromo-propionate on methylamine hydrochloride in the presence of silver oxide,1 by the addition of methylamine to ethyl acrylate,2 and by heating ethyl /3-chloropropionate, methylamine, and benzene in an autoclave.3... 

PROPYLENE OXIDE ETHYL FORMATE METHYL ACETATE PROPIONIC ACID 3-MERCAPTOPROPIONIC ACID LACTIC ACID METHOXYACETIC ACID TRIOXANE THIACYCLOBUTANE 1-BROMOPROPANE... 

The sulfone moiety was reductively removed and the TBS ether was cleaved chemoselectively in the presence of a TPS ether to afford a primary alcohol (Scheme 13). The alcohol was transformed into the corresponding bromide that served as alkylating agent for the deprotonated ethyl 2-(di-ethylphosphono)propionate. Bromination and phosphonate alkylation were performed in a one-pot procedure [33]. The TPS protecting group was removed and the alcohol was then oxidized to afford the aldehyde 68 [42]. An intramolecular HWE reaction under Masamune-Roush conditions provided a macrocycle as a mixture of double bond isomers [43]. The ElZ isomers were separated after the reduction of the a, -unsaturated ester to the allylic alcohol 84. Deprotection of the tertiary alcohol and protection of the prima-... 

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