Phenyl-acetic acid propionate

The reaction of potassium 3-amino-4-oxo-3,4-dihydroquinazoline-2-thiolate 62 with a-bromophenylacetic acid 63 resulted in the formation of (3-amino-4-oxo-3,4-dihydroquinazolin-2-ylsulfanyl)-phenyl-acetic acid methyl ester 64 which on alkali treatment and subsequent acidification resulted in the synthesis of 2-phenyl- 1-thia-4,4a,9-triaza-anthracene-3,10-dione 65 <1999JCR(S)86>. Similarly, the reaction of potassium 3-amino-5,6-dimethyl-4-oxo-3,4,4a,7a-tetrahydrothieno[2,3- pyrimidine-2-thiolate 66 with a-bromo-ester 67 resulted in the formation of 2-(3-amino-5,6-dimethyl-4-oxo-3,4,4a,7a-tetrahydrothieno[2,3- / pyrimidin-2-ylsulfanyl)-propionic acid ethyl ester 68. Subsequent treatment with alkali followed by acidification resulted in the formation of 2,3,7-trimethyl-3a,9a-dihydro-l,8-dithia-4a,5,9-triazacyclopenta[ ]naphthalene-4,6-dione 69 <2000JHC1161>... 

The side-chain carboxy acids which we have studied are phenyl acetic, phenyl propionic or hydrocinnamic, phenyl acrylic or cinnamic and phenyl propiolic. Phenol derivatives of all of these are known. Hydroxy phenyl acetic acid is not important. 

In a similar way ethanol yields propionic acid, but the rates are slower higher aliphatic alcohols are not reactive. Benzyl alcohol can be readily converted into phenyl acetic acid using nickel catalysts [52, 53]. 

Explain the following observations (a) Ru(CO) Ij and Pt(CO)jIj act as promoters in Ir-catalyzed carbonylation but not in Rh-catalyzed carbonylation of methanol (b) in the concentration of LP ([LP]) versus initial rate plots of methyl acetate carbonylation, at low [Li ] the initial rate increases and then at higher [LP] it levels off (c) acetaldehyde and propionic acid are side products of Rh- and Ir-catalyzed carbonylations (d) instead of methyl acetate, dimethylether can also be carbonylated to give acetic anhydride (e) in the Pd-catalyzed carbonylation of methyl acetylene, the amount of CHjCH=CH(C02Me) formed is very httle (f) Co-catalyzed carbonylation of benzyl chloride to phenyl acetic acid requires a phase-transfer catalyst (g) a neutral catalytic intermediate may be involved in Rh-catalyzed WGS reaction (h) complexes of the general formula A X where A is a Lewis acid are effective catalysts for polymerizing epoxides with CO (i) reaction... 

The pure dimethylaminoethanol salt was dissolved in 400 ml of 50% acetic acid at 90°C and then cooled to 5°C. The solid which precipitated was collected by filtration, washed with water, cold 50% acetic acid and finally with low-boiling petroleum ether. After drying in vacuo there was obtained 24 g of hydrated dextro-/3-(3,5-diiodo-4-hydroxy)-a-phenyl-propionic acid, MP 80° to 85°C. 

Benzoyl-phenyl)-propionic acid, 3-benzoyl-a-methylbenzene-acetic acid, C16H14O3, Mr 254.28, mp 94 °C lysine salt (1 1) [57469-78-0], C16H14O3. C6H14N2O2, Mr 400.47 sodium salt [57495-14-4], C16Hi3Na03, Mr 276.27... 

Figure 3.20. Analysis of carboxylic acids and alcohols by reversed phase HPLC, with indirect UV detection, (a) Carboxylic acids. Chromatography conditions mobile phase, 3 X 10 4 M l-phenethyl-2-picolinium in acetate buffer (pH 4.6) column, ju-Bondapak phenyl detection, indirect UV absorbance at 254 nm. Peaks 1, acetic acid 2, propionic acid 3, butyric acid 4, valeric acid 5, caproic acid S, system peak, (b) Aliphatic alcohols. Chromatography conditions mobile phase, 4 x 10 4 M nicotinamide in water column. Ultrasphere ODS detection, indirect UV absorbance at 268 nm. Peaks 1, methanol 2, propylene glycol 3, ethanol 4, 2-propanol 5, 1-propanol 6, system peak 7, 2-butanol 8, 2-methyl-l-propanol 9, 1-butanol. (Redrawn from Refs. 23 and 24 with permission.)...

Aryl esters of 4-hydroxybutyric acid, 5-hydroxyvaleric acid, 2-hydroxyphenylacetic acid, and 3-(2-hydroxyphenyl)propionic acid lactonize with rate constants proportional to iopH picw (Capon et al., 1973). The second-order rate constant at 30° for lactonization of phenyl 4-hydroxybutyrate is ca. 3000 times greater than kOH for hydrolysis of phenyl acetate at 25°. Lactonization of phenyl 4-hydroxybutyrate is catalysed by acetate and phosphate buffers in... 

The body shows decomposition if heated above 270° C. and burns in air with a reddish flame and the separation of lead oxide. It is moderately soluble in chloroform, benzene, or carbon bisulphide when hot, and difficultly soluble in alcohol, ether, ligroin, or acetic acid. If heated in a sealed tube with hydrochloric acid decomposition occurs, lead tetrachloride and benzene being produced. By the action of halogens or concentrated nitric acid two phenyl groups are split off, and a lead diphenyl dihalide or dinitrate formed. A similar action takes place with iodic acid, formic, acetic, trichloracetic, propionic, valeric, and p-nitrobenzoic acids. With metallic chlorides the following derivatives are formed arsenic trichloride — lead diphenyl dichloride and diphenyl arsenious chloride antimony trichloride — lead diphenyl dichloride and diphenylstibine chloride antimony penta-chloride — lead diphenyl dichloride and diphenylstibine trichloride bismuth tribromide —> lead diphenyl dichloride and diphenylchloro-bismuthine thallie chloride —> lead diphenyl dichloride and thallium diphenyl chloride tellurium tetrachloride —> lead diphenyl dichloride and tellurium diphenyl dichloride. 

The solvents suitable for use in the hydrolysis of 1-phenyl-2,2-dialkoxypropanes are those which dissolved well both the 1-phenyl-2,2-dialkoxypropanes and the water and also which are substantially inert against the hydrolysis. IVpical examples of these solvents are lower alcohols such as methanol, ethanol, propanol, and butanol ethers such as dioxane and tetrahydrofuran and carboxylic acids such as acetic acid and propionic acid. Of these examples, the use of methanol, ethanol, propanol, butanol, dioxane, and tetrahydrofuran are particularly desirable. Furthermore, slightly water-soluble alcohols such as pentanol, hexanol, and heptanol can be used as a solvent in combination with dioxane and tetrahydrofuran. 

Zinc foam (100 g) was shaken for 5 min with mercury(n) chloride (10 g), concentrated hydrochloric acid (5 ml), and water (150 ml), then the aqueous layer was poured off, and the amalgamated zinc was treated with water (75 ml), concentrated hydrochloric acid (175 ml), toluene (100 ml), and the carbonyl compound to be reduced (50 g). When necessary, glacial acetic acid (3-5 ml) may be added to increase the solubility in the aqueous layer. The mixture is heated to brisk ebullition under reflux. At each of three 6-hourly intervals hydrochloric acid (50 ml) is added, the total time of boiling being thus about 24 h. As examples, 3-oxo-3-phenyl-, -3-m-tolyl-, -3-p-tolyl-, -3-(l-naphthoyl)-, and -3-(2-naphthoyl)-propionic acid, benzoylnaphthalene, 2-acetylnaphthalene among other materials were reduced more satisfactorily than in absence of toluene. A comparison of the toluene method with the old method is provided, for instance, by Martin who obtained a 72-78 % yield in a preparation by himself by the old method, compared with 90% by the new method. 

Phenyl-3-(phenylthio)propionic acid 21 Cinnamic acid (10 g), thiophenol (8 g), and glacial acetic acid (10 g) saturated with hydrogen bromide are heated in a pressure flask for 9 h at 100°, then diluted with much water. Unchanged thiophenol is removed by distillation in steam. The oil that separates is removed it crystallizes when cooled and seeded and, after recrystallization from light petroleum, has m.p. 85-86° (yield about 75 %). 

Phenethyl benzoate Phenethyl butyrate Phenethyl cinnamate Phenethyl formate Phenethyl isobutyrate Phenethyl isovalerate Phenethyl 2-methylbutyrate Phenethyl phenylacetate Phenethyl propionate Phenethyl salicylate Phenethyl senecioate Phenethyl tiglate Phenoxyacetic acid Phenoxyethyl isobutyrate Phenylacetaldehyde Phenylacetaldehyde 2,3-butylene glycol acetal Phenylacetaldehyde diisobutyl acetal Phenylacetaldehyde dimethyl acetal Phenylacetaldehyde glyceryl cyclic acetals Phenyl acetate... 

Acetic acid Acetone L-Camphor Caprolactam 2,2-Dimethylpropanol Ethylcellulose Ethylene 2-(5-Ethyl-2-pyridyl)ethyl acrylate Heptyl alcohol N-Isopropyl-N -phenyl-p-phenylenediamine Levulinic acid Nonanoic acid Rosin plastic mfg., cellulose propionate Propionic acid plastic pipe Polypropylene plastic resins Cobalt phosphate (ous) plastic wood s-Amyl acetate... 

Propyl acetate Propylene glycol methyl ether acetate Propylene glycol phenyl ether Propyl propionate Tripropylene glycol ethyl ether Turpentine y-Valerolactone Xylene solvent, lacquers nail polishes Ammonium xylenesulfonate solvent, lactic acid mfg. 

Potassium butyl paraben C11H14O2 Benzyl butyrate Benzyl isobutyrate Butyl benzoate 4-t-Butylbenzoic acid a,a-Dimethylphenethyl formate Ethyl-3-phenylpropionate Hydratropyl acetate Hydrocinnamyl acetate Isobutyl benzoate Isopropyl phenylacetate 4-p-Methoxyphenyl-2-butanone a-Methylbenzyl propionate Methyl eugenol Methyl isoeugenol Methyl 4-phenyl butyrate Phenethyl propionate Propenylguaethol Propyl phenylacetate o-Tolyl isobutyrate p-Tolyl isobutyrate C11H14O3 Anisyl propionate Butylparaben t-Butyl perbenzoate Butyl salicylate Isobutylparaben Isobutyl salicylate Phenoxyethyl propionate Phenylacetaldehyde glyceryl acetal... 

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