The important role of Trimethyl benzene-1,3,5-tricarboxylate

Adding a certain compound to certain chemical reactions, such as: 2672-58-4, name is Trimethyl benzene-1,3,5-tricarboxylate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2672-58-4, name: Trimethyl benzene-1,3,5-tricarboxylate

Adding a certain compound to certain chemical reactions, such as: 2672-58-4, name is Trimethyl benzene-1,3,5-tricarboxylate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2672-58-4, name: Trimethyl benzene-1,3,5-tricarboxylate

a solution of triphenylphosphine (577 mg, 2.2 mmol) in anhydrous THF (5 mL) was added diethyl azodicarboxylate (2.2 M in toluene, 791 muL, 1.7 mmol) dropwise at 0C. After stirred at 0C for 50 minutes, a solution of 1,3,5-tri(hydroxymethyl)benzene (269 mg, 1.6 mmol, prepared by reduction of trimethyl 1,3,5-benzenetricarboxylate with lithium aluminum hydride in THF, co-evaporated with dry benzene and dried on high vacuum for couple hours before use) and thioacetic acid (108 muL, 1.45 mmol) in dry THF (4 mL) was added dropwise. After 1 hour, the ice/water bath was removed and the reaction was stirred at room temperature for 15 hours. The solvents were removed by rotary evaporation in vacuo. The residue was purified by flash chromatography to give 5-acetylthiomethyl-1,3-bis(hydroxymethyl)-benzene as colorless solid (110 mg). 1H NMR (400 Hz, CDCl3): delta 7.13-6.99 (m, 3H), 4.45 (apt, J = 20.4 Hz, 4H), 3.98 (apt, J = 20.4 Hz, 4H), 3.73 (bs, 2H), 2.24 (apt, J = 20.4 Hz, 3H); MS (ESI): m/z 249.0 (M + Na)+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Trimethyl benzene-1,3,5-tricarboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Sanofi-Aventis; EP1813614; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics