It is an important raw material for the synthesis of the vasodilator drug buflomedil for peripheral vascular disorders.
The synthesis method of 1,3,5-trimethoxybenzene includes the following steps:
1)、 Mix methanol and catalyst evenly, introduce argon gas, control the pressure to 7 atmospheres, control the temperature to 135 ℃, maintain for 30 minutes, add a solution composed of 1,3,5-tribromobenzene and toluene dropwise, control the dropwise addition time of the solution to 45 minutes, start dropwise adding triethylamine after the solution is added, control the dropwise addition time of triethylamine to 10 minutes, after triethylamine is added, raise the temperature to 165 ℃, raise the pressure to 11 atmospheres, and then continue the reaction for 11 hours until the reaction is complete.
The preparation method of the catalyst is as follows: mix sodium oxide and barium oxide and grind them. After passing through a 700 mesh sieve, take the sieve residue and activate it at 800 ℃. The mixture obtained is mixed and ground with dextran gel and passed through a 500 mesh sieve; The weight ratio of sodium oxide to barium oxide is 1:0.32; The weight ratio of the activated mixture to dextran gel was 1:55; The model of the dextran gel is G-25. The molar ratio of 1,3,5-tribromobenzene to methanol is 1:95, the weight ratio of 1,3,5-tribromobenzene to catalyst is 1:0.22, and the dosage ratio of 1,3,5-tribrobenzene to toluene is 1g: 6.5ml. The molar ratio of 1,3,5-tribromobenzene to triethylamine is 1:1.22.
2)、 After cooling the system, filter out the solid, add the filtrate to 5 times the volume of water, then extract with chloroform, dry the extract with anhydrous sodium sulfate, and concentrate and evaporate the solvent to obtain the product. The molar yield is 99.5% and the GC purity is 98.9%.
1,3,5-trimethoxybenzene is also a potential biomarker for human flavonoid intake.
