15383-49-0

White crystal

ChEBI: Cyclohexane-1,2,4,5-tetracarboxylic acid is an organooxygen compound. It is functionally related to a tetracarboxylic acid.

The general procedure for the synthesis of cyclohexane-1,2,4,5-tetracarboxylic acid from homophthalic dianhydride was as follows: 34.3 g of commercially available homophthalic dianhydride (GC analytical purity: 98.2%) was added to a 500 mL autoclave, followed by the addition of 250 mL of deionized water and 2.5 g of 5 wt% Pd-C catalyst (as precious metal catalyst). Hydrogen was introduced into the autoclave, and the hydrogen pressure was controlled to be 2 MPa, the reaction temperature was 33 °C ± 1 °C, and the reaction time was 2 hours. After the reaction was completed, the system was cooled to room temperature (15°C~25°C) and the Pd-C catalyst was separated by filtration. The filter cake (Pd-C catalyst) was dried in air overnight and recycled for the next batch of catalytic hydrogenation reaction. The filtrate was distilled to remove the solvent, and a precipitate of hydrogenated homophthalic acid precipitated. The filtrate was filtered again and the filter cake was decolorized and purified with deionized water and activated carbon to give 38.8 g of white solid hydrogenated homophthalic tetracarboxylic acid in 99.1% yield and 99.46% GC purity.

[1] Patent: CN103992330, 2016, B. Location in patent: Page/Page column 5-7
[2] Patent: JP2017/202981, 2017, A. Location in patent: Paragraph 0105
[3] Patent: EP2316811, 2011, A1. Location in patent: Page/Page column 7-8
[4] Patent: JP6083270, 2017, B2. Location in patent: Paragraph 0048; 0056
[5] Patent: CN108069978, 2018, A