- PRECURSORS OF 3-ALKOXYALKANOLS AND PROCESSES FOR THE PREPARATION OF 3-ALKOXYALKANOLS
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Processes for the preparation of 3-alkoxyalkanols useful as solvents for coating materials, photoresists, or the like.Specifcally,(1) a process which comprises reacting an α,β-unsaturated aldehyde with an alcohol in the presence of an acidic catalyst and subjecting the obtained product to hydrolysis and hydrogenation successively;(2) a process which comprises subjecting a reaction mixture obtained by the reaction of an α,β-unsaturated aldehyde with an alcohol and comprising the corresponding 1,1,3-trialkoxyalkane and 3-alkoxyalkanal to hydrolysis and hydrogenation at the same time;(3) a process which comprises recovering a 3-alkoxyalkanal through distillation as an azeotropic mixture thereof with water from a reaction solution obtained by the reaction of an alcohol with acid-containing acrolein or methacrolein prepared by the oxidation of propylene or isobutylene, and hydrogenating the recovered 3-alkoxyalkanal into the corresponding 3-alkoxyalkanol; and(4) a process which comprises bringing a gas produced by the oxidation of propylene or isobutylene Into contact with an alcohol, conducting the reaction of the gas with the alcohol to form the corresponding 1,1,3-trialkoxyalkane, and subjecting it to hydrolysis and hydrogenation.
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- Acetals and Ethers, XVII: One- or Two-Step Syntheses of 2-(2-Alkoxyethyl)-1,3-dioxacyclanes
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2-(2-Alkoxyethyl)-1,3-dioxanes (1) were prepared by a p-toluenesulfonic acid-catalyzed, one-step reaction of propenal with a mixture of aliphatic alcohol and trimethylene glycol in good yields.The transacetalization reaction of 1,1,3-trialkoxypropanes (3) with ethylene glycol or propylene-(1,2)glycol afforded good yields of pure 2-(2-alkoxyethyl)-1,3-dioxolanes (5 or 6), respectively.This reaction proceeds through an intermediate 1,3-dialkoxy-1-(2-hydroxyalkoxy)-propane. - Keywords: 2-(2-Alkoxyethyl)-1,3-dioxane; 2-(2-Alkoxyethyl)-1,3-dioxolane; 2-(2-Alkoxyethyl)-4-me thyl-1,3-dioxolane; 1,3-Dialkoxy-1-(2-hydroxyalkoxy)-propane; Transacetalizations reaction
- Piasecki, Andrzej
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p. 1287 - 1294
(2007/10/02)
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- Derivatives of C-6 functionalized 4-heteroaldehydes. IV. Alcohol interchange via retro-Michael on acetals of 6-hydroxy-4-oxa-aldehydes: Synthesis of 2-alkoxyethyl-1,3-dioxolanes and derivatives
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The alcohol interchange between 2--1,3-dioxolane 1 or 2--4-methyl-1,3-dioxolane (cis/trans mixture) 2, and methanol, ethanol, propanol or isopropanol, has been studied at the reflux temperature of mixtures. 1,1,3-Trialkoxy-propanes and 2-(2-alkoxyethyl)-1,3-dioxolanes were found when starting from 1 and 1,1,3-trialkoxypropanes, and 2-(2-alkoxyethyl)-4-methyl-1,3-dioxolanes (cis/trans mixtures, separated by glc) when starting from 2.The operativity of a retro-Michael reaction in the processes is proved; nevertheless, this does not occur when the reactions are carried out at room temperature.
- Espinosa, Antonio,Gallo, Miguel A.,Campos, Joaquin
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p. 265 - 268
(2007/10/02)
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