Preparation and esterification reaction of 1,1 '- [(4-methylphenyl) imino] di-2-propanol

1,1 '- [(4-methylphenyl) imino] di-2-propanol, also known as Diisopropanol-p-toliudine, is a white to light brown solid powder at room temperature and pressure, with significant alkalinity and good chemical stability. 1,1 '- [(4-methylphenyl) imino] di-2-propanol is an amino alcohol compound that can be used as an intermediate in organic synthesis and as an adhesive excipient in fine chemical production. It has good applications in the production and development of unsaturated polyester resins.

Physical and chemical properties

1,1 '- [(4-methylphenyl) imino] di-2-propanol can undergo intramolecular cyclization reaction under the action of dichlorosulfoxide to obtain corresponding cyclic ether derivatives. The amino unit and alcohol hydroxyl group in the structure of this substance have certain coordination activity, and it can undergo complexation reaction with metal ions under alkaline conditions to obtain tri dentate coordinated metal organic complexes. 1,1 '- [(4-methylphenyl) imino] di-2-propanol is also a raw material for the preparation of sealing material molecules. There are patent reports that this substance can be used for the preparation of thermal conductive and corrosion-resistant polyurea sealant.

Preparation method

Dissolve chlorinated isopropanol in methanol in a dry reaction flask, then slowly add sodium hydroxide to the above reaction solution. Stir the reaction mixture at room temperature for about 1 hour, and then slowly add aniline and sodium iodide to the above reaction mixture. Stir the reaction mixture at room temperature for about a day, and monitor the reaction progress by TLC spot plate. After the reaction is complete, extract the reaction mixture in ethyl acetate and water, separate the organic layer, and concentrate it under vacuum to remove the organic solvent. The residue obtained can be separated and purified by silica gel column chromatography to obtain the target product molecule 1,1 '- [(4-methylphenyl) imino] di-2-propanol.

esterification

There are literature reports that 1,1 '- [(4-methylphenyl) imino] di-2-propanol can undergo condensation reaction with phosgene in the presence of pyridine to obtain the corresponding carbonate derivatives.

Dissolve 1,1 '- [(4-methylphenyl) imino] di-2-propanol in dry pyridine in a dry reaction flask, then slowly add phosgene to the above reaction mixture. Stir vigorously for several hours to obtain the reaction mixture. After the reaction is complete, concentrate the reaction mixture under vacuum to remove pyridine and phosgene. The residue obtained can be purified by pulping to obtain the target product molecule.

Information is only provided as knowledge for reference and communication among industry professionals, and does not guarantee its accuracy or completeness.