Ethyl 2-chlorobenzoate

A combination of palladium acetate and tricyclohexylphosphine is an effective catalyst. The allyl transfer reactions proceed in the presence of the catalyst and cesium carbonate in refluxing toluene. Homoallylic alcohol 1 transfers the methallyl group to a variety of aryl halides (Scheme 5.9) [12b]. The reactions under microwave irradiation at 250 "C go to completion in 15 min [12c]. The catalyst loading can be reduced to 0.05 mol% in the reaction of ethyl chlorobenzoate under microwave heating. 

The influence of NH., and CO, on the chromatographic behaviour of benzoic acid and its derivatives (o-, m-, p-hydroxybenzoic, nitrobenzoic, aminobenzoic, chlorobenzoic acids) was studied. The work was carried out by means of upgoing TLC on Sorbfil plates. Isopropanol- and ethyl acetate-containing water-organic eluents were used as mobile phases in the absence or presence of gaseous modifiers in the MP. The novel modification of TLC has been found to separate benzoic acids with different values of their dissociation constants more effectively than water-organic mobile phases. 

CN 4-amino-2-chlorobenzoic acid 2-(diethylamino)ethyl ester... 

CN 1 -[2-[(7-chlorobenzo[fo]thien-3-yl)methoxy]-2-(2,4-dichlorophenyl)ethyl]-1 //-imidazole mononitrate... 

Methamidophos, see Acephate Methane, see Acetaldehyde, Benzoic acid, 7 Bromobenzoic acid. 3-Bromobenzoic acid. 4-Bromobenzoic acid. Bromoform, Carbatyl, Catechol, 2-Chlorobenzoic acid. 3-Chlorobenzoic acid. Chloroform, Dibromochloromethane, 2,5-Dichlorobenzoic acid. 1,2-Dichloroethane, Ethylamine, Ethyl bromide. Ethylene dibromide, Ethylenimine, Formic acid, Hydroqninone, 4 Hvdroxvbenzoic acid. Indole, 2-Iodobenzoic acid. 3 lodobenzoic acid. Methyl bromide, 4-Iodobenzoic acid. 2-Methylphenol, 4-Methylphenol, Phenol, Prorocatechuic acid. Svringic acid. Svringaldehvde. TCDD, Tetrachloroethylene, Toluene, Trichloroethylene, Vanillin. Vanillic acid. Vinyl chloride... 

The second way differs from the first in that the methylation of nitrogen is accomphshed before the cyclocondensation reaction. In order to do this, the initial 2-amino-5-chlorobenzo-phenone is first tosylated by p-toluenesulfonylchloride and the obtained tosylate (5.1.3) transformed into the N-sodium salt, which is then alkylated by dimethylsulfate. The resulting 2-A -tosyl-A -methyl-5-chlorobenzophenone (5.1.4) is hydrolyzed in an acidic medium, giving 2-methylamino-5-chlorobenzophenone (5.1.5), which undergoes cyclocondensation by reaction with ethyl ester of glycine hydrochloride, forming the desired diazepam (5.1.2) [1-5]. 

Flak and Schaber (5,62) used reverse-phase HPLC for the quantitative and simultaneous determination of benzoic acid and sorbic acid, as well as 4-hydroxybenzoic acid, salicylic, 5-nitrofurylacrylic, and p-chlorobenzoic acid and the EsHBA (methyl, ethyl, propyl) in wines and beverages. The first five compounds can be determined by isocratic elution from a Clg column using 0.12 M acetate, pH 3.8 acetonitrile (85 15), and all may be separated with gradient elution (increasing acetonitrile from 10 to 60%, with a simultaneous decrease of the pH of the acetate buffer from 3.9 initially to 3.3). 

This procedure appears to be fairly general for the aroylation of /3-diketones to give 1,3,5-triketones. Using this method, the submitters2 have aroylated benzoylacetone with methyl benzoate (87%), methyl />-chlorobenzoate (78%), and ethyl nicotinate (69%). Also, acetylacetone has been monobenzoylated with methyl benzoate to form l-phenyl-l,3,5-hexanetrione in 75% yield or dibenzoylated with the same ester to form 1,7-diphenyl-... 

Boc-D-Pal (2.0 g, 7.5 mmole) was dissolved in 40 ml acetone and 2.48 g (16.5 mmol) of m-chloroperbenzoic acid (MCPBA) (57-86% purchased from Aldrich and used as received) in 80 ml acetone was added in one portion. The mixture was stirred at room temperature for 40 hours a small amount of white precipitate formed as the reaction proceeded. The precipitated was filtered and the mother liquor evaporated to yield a white precipitate. The combined solids were washed with ether (to remove chlorobenzoic acid) and recrystallized from ethyl acetate/hexane. Yield 1.7 g (80%) m.p. 155°-157°C. 

A solution of 3-chloroperbenzoic acid (55%) in methylene chloride is cooled in an ice bath. (5R)-(-)-Carvone are added dropwise thereto so that the temperature does not rise above 20°C. The reaction mixture is stirred at room temperature for 3.5 h, whereby a precipitate of 3-chlorobenzoic acid forms. This suspension is stirred for 30 min and cooled with ice in order to complete the precipitation. The precipitate is filtered off and washed with hexane/methylene chloride (9 1). The filtrate is evaporated carefully. The thus-obtained oil (epoxide) is suspended in ice-water and treated with 3 N sulfuric acid while cooling in an ice bath so that the temperature does not rise above 20°C. The mixture is stirred at room temperature for 15 h. The pH is adjusted to 6.5 by adding 3 N sodium hydroxide solution. A small amount of 3-chlorobenzoic acid is filtered off. The aqueous phase is cooled to 0°C, whereupon sodium (meta)periodate are added in portions over 30 min so that the temperature does not rise above 20°C. After stirring at room temperature for 2 h sodium sulfite and sodium bicarbonate are added in succession. The suspension is filtered and the filtrate is extracted three times with methylene chloride each time. The combined organic phases are dried over sodium sulfate and evaporated. There is obtained (5R)-5-acetyl-2-methyl-2-cyclohexen-l-one (crystallized from hexane/ethyl acetate at 0°C). 

C9H8BrCI02 ethyl 5-bromo-2-chlorobenzoate 76008-73-6 561.15 49.789 1.2 16241 C9H804 mono-methyl terephthlate 1679-64-7 546.15 48.336 2... 

If method p-chlorobenzoate is used, p-chioro-jS-benzpinacolin is obtained. Since sodium triphenylmethyl shoAvs a tendency to exchange its sodium atom for hydrogen, it cannot be used for condensations with substances which can function in enolic forms, such as ethyl acetate. 

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