Catalytic synthesis of 2,2′-arylmethylenebis(3-hydroxy-5,5-dimethylcyclohex-2-en-1-ones) and 3,3,6,6-tetramethyl-9-aryl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-diones was written by Dikusar, E. A.;Potkin, V. I.;Kozlov, N. G.;Pavlyuchenkova, A. S.;Murashova, M. Yu.;Petkevich, S. K.;Kletskov, A. V.;Polikarpov, A. P.;Ogorodnikova, M. M.;Zolotar’, R. M.;Chepik, O. P.. And the article was included in Russian Journal of Organic Chemistry in 2013.Name: 4-Formyl-2-methoxyphenyl isobutyrate This article mentions the following:
Hexahydroxanthenediones I [R = Ph, 4-HOC6H4, 4-MeOC6H4, 4-HO2CC6H4, 2,4-(HO)2C6H3, 2-HO-3-MeOC6H3, 3-HO-4-MeOC6H3, 1,3-benzodioxol-5-yl, 3-MeO-4-HOC6H3, 2-Br-4,5-(MeO)2C6H2, 3-MeO-4-R1COOC6H3, 3-EtO-4-HOC6H3, 3-EtO-4-R1COOC6H3, 3-MeO-4-R2COOC6H3, 3-EtO-4-R2COOC6H3, 3-MeO-4-R3COOC6H3, 3-EtO-4-R3COOC6H3, 3-MeO-4-R4COOC6H3, 3-EtO-4-R4COOC6H3; R1 = Me(CH2)n, Me2CH, Me2CHCH2, Me3CH, Me2CHCH2CH2, Ph; R2 = 5-phenyl-3-isoxazolyl; R3 = 5-(4-methylphenyl)-3-isoxazolyl; R4 = 4,5-dichloro-3-isothiazolyl; n = 0-4, 8, 11, 16] were prepared in two steps from aryl aldehydes RCHO and dimedone (5,5-dimethyl-1,3-cyclohexanedione) or from acid chlorides R3COCl or R4COCl and I [R = 3-MeO-4-HOC6H4, 3-EtO-4-HOC6H4]. Condensation of benzaldehydes RCHO [R = Ph, 4-HOC6H4, 4-MeOC6H4, 4-HO2CC6H4, 2,4-(HO)2C6H3, 2-HO-3-MeOC6H3, 3-HO-4-MeOC6H3, 1,3-benzodioxol-5-yl, 3-MeO-4-HOC6H3, 2-Br-4,5-(MeO)2C6H2, 3-MeO-4-R1COOC6H3, 3-EtO-4-HOC6H3, 3-EtO-4-R1COOC6H3, 3-MeO-4-R2COOC6H3, 3-EtO-4-R2COOC6H3, 3-MeO-4-R3COOC6H3, 3-EtO-4-R3COOC6H3, 3-MeO-4-R4COOC6H3, 3-EtO-4-R4COOC6H3; R1 = Me(CH2)n, Me2CH, Me2CHCH2, Me3CH, Me2CHCH2CH2, Ph; R2 = 5-phenyl-3-isoxazolyl; n = 0-4, 8, 11, 16] with dimedone gave arylmethylenebis(dimethylhydroxycyclohexenones) (or in some cases provided I directly). Cyclocondensation of the intermediate arylmethylenebis(dimethylhydroxycyclohexenones) in the presence of the sulfo cation exchanger FIBAN K-1 gave hexahydroxanthenediones. In some cases, the arylisoxazolylcarboxylic and dichloroisothiazolylcarboxylic esters underwent partial or full hydrolysis during the (attempted) preparation of the corresponding hexahydroxanthenediones. In the experiment, the researchers used many compounds, for example, 4-Formyl-2-methoxyphenyl isobutyrate (cas: 20665-85-4Name: 4-Formyl-2-methoxyphenyl isobutyrate).
4-Formyl-2-methoxyphenyl isobutyrate (cas: 20665-85-4) belongs to esters. Esters are also usually derived from carboxylic acids. It may also be obtained by reaction of acid anhydride or acid halides with alcohols or by the reaction of salts of carboxylic acids with alkyl halides. Many esters have the potential for conformational isomerism, but they tend to adopt an s-cis (or Z) conformation rather than the s-trans (or E) alternative, due to a combination of hyperconjugation and dipole minimization effects. The preference for the Z conformation is influenced by the nature of the substituents and solvent, if present. Lactones with small rings are restricted to the s-trans (i.e. E) conformation due to their cyclic structure.Name: 4-Formyl-2-methoxyphenyl isobutyrate
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