5-Methoxy-2-methyl-benzoic acid

Preparation by addition of 4-acetoxy-2-methoxy-6-methyl-benzoic acid to 2-fluoro-3,5-di-methoxyphenol in the presence of trifluoroacetic anhydride (60%) [1190], first at 0°, then at 20-25° for 20 h (40%) [1191],... 

Preparation by hydrogenolysis of 2,2, 4-tris-(benzyloxy)-3,5,5 -trichloro-4 -methoxy-6,6 -di-methylbenzo-phenone (SM) in the presence of 10% Pd/C in ethyl acetate containing concentrated hydrochloric acid (5 drops) (>90%) [1339], SM was obtained by Friedel-Crafts acylation of 5-(benzyloxy)-2-chloro-3-methoxytoluene with 2,4-bis-(benzyloxy)-3,5-dichloro-6-methyl-benzoic acid in the presence of trifluoroacetic anhydride in refluxing ethylene dichloride for 5 h (42%). 

From 3,5-diformyl-2,4-dihydroxy-6-methyl-benzoic acid and methyl 4-hydroxy-2-methoxy-3,5,6-trimethylbenzoate with... 

Benzoic acid, /(-chloro-Benzoic acid, m-hydroxy-Benzoic acid, o-hydroxy-Benzoic acid, p-hydroxy-Benzoic acid, mercapto-Benzoic acid, methoxy-Benzoic acid, methyl-Benzoic acid, o-, m-, and... 

An important question about the mechanism of acid catalyzed esterification concerns the origin of the alkoxy oxygen For example does the methoxy oxygen m methyl benzoate come from methanol or is it derived from benzoic acid s... 

Benzoic acid-3,6-dichloro-2-methoxy-2-ethoxy-l-methyl-2-oxoethyl ester [87214-73-1]... 

Pyrogallol monomethyl ether has been prepared by the methylation of pyrogallol with dimethyl sulfate or methyl iodide by the decarboxylation of 2,3-dihj droxy-4-methoxy-benzoic acid and by the methylation of pyrogallol carbonate with diazomethane and subsequent hydrolysis. The method described is taken from the improved procedure of Baker and Savage for the preparation of pyrogallol monomethyl ether from o-vanillin by oxidation with hydrogen peroxide. 

Anisic acid, methyl ester [Benzoic acid, 4-methoxy-, methyl ester], 55, 40, 41 o-Amsidine [Benzenamine, 2-methoxy-], p-bromination of, 55, 23 [10] ANNULFNE, [ 1 l-Oxablcyclo[4 4 1]-undeca-l,3,5,7,9-pentaene], 55, 86 Anthramhc acid [Benzoic acid, 2-amino-], p-brominahon of, 55, 23 Apparatus, distillation of benzocyclopro-pene for, 55,13... 

Benzoic acid, tert-butyl ester [Benzoic acid, 1,1-dimethylethyl ester], as impunty in ferf-butyUithium, 55, 125 Benzoic acid, 4-methoxy-, methyl ester, 55, 40... 

C,2oH2iiN20 61380-02-7) see Alfentanil iV-(4-methoxymethyl-4-piperidyl)propionaniIide (C15H24N2O2 61086-18-8) see Alfentanil Sufentanil 2-methoxy-5-(methylsulfonyl)benzoic acid (CgHioOjS 50390-76-6) see Tiapride 2-methoxy-10-[2-methyl-3-(p-toluenesulfonyloxy)propyi]-phenothiazine... 

Preparation of 2 -Anilino-6 -di-n-butylamino-3 -methylfluoran (77k). To a solution of 2-(4-di-n-butylamino-2-hydroxybenzoyl)benzoic acid (0.1 mol) in 98% sulfuric acid (150 g) was added 4-methoxy-2-methyl-diphenylamine (0.1 mol) in limited amounts, while the temperature was maintained to not rise above 30°C. The resulting mixture was stirred at room temperature for 20h, and poured into ice water (1000ml). The precipitate was filtered off, washed with water, and then refluxed with a mixture of toluene (400 ml) and 20% aqueous sodium hydroxide (150 g) for 1 h. The toluene layer was separated, washed with hot water, and concentrated to leave ca. 100 ml of toluene. After being cooled, the precipitate was filtered off, and dried to give 2 -anilino-6 -di-n-butylamino-3 -methylfluoran in 90% yield as a white powder, mp 180-182°C. 

Figure 12.12 THM GC/MS curves of a Winsor Newton lemon alkyd paint (a) and of an alkyd sample taken from Fontana s work Concetto spaziale (1961) (b). Peak assignments 1, 1,3 dimethoxy 2 propanol 2, 1,2,3 trimethoxy propane 3, 3 methoxy 1,2 propandiol 4, 4 chloro benzenamine 5, 3 methoxy 2,2 bis(methoxymethyl) 1 propanol 6, 3 chloro N methyl benzenamine 7, 3 methoxy 2 methoxymethyl 1 propanol 8, 4 chloro N methyl benzenamine 9, phthalic anhydride 10, 3 chloro 4 methoxy benzenamine 11, suberic acid dimethyl ester 12, dimethyl phthalate 13, azelaic acid dimethyl ester 14, sebacic acid dimethyl ester 15, palmitic acid methyl ester 16, oleic acid methyl ester 17, stearic acid methyl ester 18, 12 hydroxy stearic acid methyl ester 19, 12 methoxy stearic acid methyl ester 20, styrene 21, 2 (2 methoxyethoxy) ethanol 22, 1,1 oxybis(2 methoxy ethane) 23, benzoic acid methyl ester 24, adipic acid dimethyl ester 25, hexadecenoic acid methyl ester 26, dihydroisopimaric acid methyl ester 27, dehydroabietic acid methyl ester 28, 4 epidehydroabietol...

Benzoic acid, o bromo-, 58, 56 Benzoic acid, 4-bromo-, 56, 86 Benzoic acid, fcrr-butyl ester, as impurity m fcrfbuty111 thium, 55, 125 Benzoic acid, 4-chloro-, 56, 86 Benzoic acid, 2,4-dimethoxy-, 56, 31 Benzoic acid, 3,4-dimethoxy-, 56, 31 Benzoic acid, 3,4-dimethyl-, 56, 31 Benzoic acid 3,5-dimethyl-, 56, 86 Benzoic acid, 4-hydroxy, 56, 60 Benzoic acid, 4-methoxy-, methyl ester, 55,40... 

Substituent effects on the A,u I reaction have been studied by Bender and Chen55. These authors measured the rates of hydrolysis of a series of 4-substituted 2,6-dimethylbenzoates in 9.70 M sulphuric acid at 25°C, and found that the values for the first-order coefficients with 4-methoxy, 4-methyl, 4-unsubstituted and 4-bromo-compounds (5.0, 0.37, 0.033 and 0.01 x I0 4 sec-1, respectively) are satisfactorily correlated by the Hammett equation, following cr+ with a slope p = —3.22. Since the esters are not fully protonated in 9.70 M H2SOj, part of this factor is due to the effects of the 4-substituent on the protonation equilibrium, p for the protonation of substituted benzoic acids is about — l35, but is likely to be considerably smaller for di-ortho-substituted compounds, since the conjugative interaction of the p-substituents with the protonated carboxyl group requires coplanarity with the ring. 

If we compare the acid strengths Ka) of a series of substituted benzoic acids with the strength of benzoic acid itself (Table 26-4), we see that there are considerable variations with the nature of the substituent and its ring position, ortho, meta, or para. Thus all three nitrobenzoic acids are appreciably stronger than benzoic acid in the order ortho para > meta. A methoxy substituent in the ortho or meta position has a smaller acid-strengthening effect, and in the para position decreases the acid strength relative to benzoic acid. Rate effects also are produced by different substituents, as is evident from the data in Table 26-5 for basic hydrolysis of some substituted ethyl benzoates. A nitro substituent increases the rate, whereas methyl and methoxy substituents decrease the rate relative to that of the unsubstituted ester. 

Benzohydroxamic acid dioxouranium complexes, 507 metal complexes, 506, 507 as metal precipitant, 506 Benzohydroxamic acid, iV-methyl-metal complexes, 506 Benzohydroxamic acid, N-phenyl-metal complexes, 507 reactions with carboxylic acids, 507 as metal precipitant, 506 titanium complexes, 506 Benzohydroxamic acid, A -(o-tolyl)-as metal precipitant, 506 Benzohydroxamic acid, N-wi-tolyl-p-methoxy-metal complexes, 506 Benzoic acid, dihydroxy-beryllium(II) complexes, 481 Benzoic acid, o-mercapto-esters... 

Alkaline hydrolysis of benzal acetone structures to the corresponding aldehyde (XIX) and acetone and subsequent oxidation of the aldehyde (XIX) to the corresponding benzoic acid (V) do not seem to represent an actual degradation stage since oxidizing the aldehyde (XIX) under our mild standard conditions yielded only traces of the corresponding benzoic acid (V). The aldehyde (XIX) was rapidly decomposed via Dakin reaction to formic acid and 3-methoxy-S-methyl-o-benzoquinone, which is immediately degraded to phenolic humic compounds. 

Bromobenzyl-3-methoxy-benzoic acid methyl ester Silver oxide Sodium hydride Methyl iodide... 

Dichloro-phenyl)-ethoxy]-4-methoxy-benzoic acid (0.29 mmol) dissolved in 2 ml DMF was treated with A-ethylmorpholine (1.16 mmol), 1 -pyridin-4-ylmethyl-piperazine (0.29 mmol), and 0-((cyano(ethoxycarbonyl)methylene)amino)-l, 1,3,3-tetramethyluronium tetrafluoroborate (0.3 mmol), then stirred 60 minutes at ambient temperature. The mixture was concentrated, then dissolved in CH2C12, washed three times with saturated NaHC03 solution, dried with Na2S04, and reconcentrated. The residue was purified by chromatography with silica gel using n-heptane/EtOAc, 1 1, then EtOAc, and finally EtOAc/methyl alcohol, 10 1, and 102 mg product isolated. MS ES+, m/z = 500 (M+)... 

Bromo-4-methoxy- 3-Methyl-2-butenoic acid benzoic acid... 

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