4-Chloroformylphthalic anhydride synthesis
- Product Name:4-Chloroformylphthalic anhydride
- CAS Number:1204-28-0
- Molecular formula:C9H3ClO4
- Molecular Weight:210.57
552-30-7
1204-28-0
The general procedure for the synthesis of 1,3-dioxo-1,3-dihydroisobenzofuran-5-carbonyl chloride from trimellitic anhydride was as follows: trimellitic anhydride (50 g) and cyclohexane (45 mL) were added to a reaction flask containing 4-dimethylaminopyridine (0.05 g), and heated to 90 °C. Subsequently, thionyl chloride (37.2 g, molar ratio of trimellitic anhydride to thionyl chloride 1:1.2) was added slowly and the reaction mixture was refluxed for 6 hours. Upon completion of the reaction, it was confirmed that no gas was produced. At the end of the reaction, the remaining cyclohexane and excess thionyl chloride were removed by distillation at 90 °C and the solution was recovered at -0.085 MPa. Next, the 180-190 °C fraction was collected by vacuum distillation (vacuum of 750 mmHg) to give trimellitic anhydride chloride (47.6 g). After cooling, the product was a white solid with a melting point of 67.5~68.8 °C, and the HPLC purity was 99.5% in 86.9% yield.
552-30-7
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1204-28-0
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Yield:1204-28-0 150.6 g
Reaction Conditions:
with thionyl chloride;tributylphosphine in ethyl acetate at 80; for 6 h;Solvent;Temperature;
Steps:
1
200 g of trimellitic anhydride, 120 mL of ethyl acetate and 0.02 g of tri-n-butylphosphine were added to the reaction flask, and the temperature was raised to 80 ° C.156 g of thionyl chloride was slowly added dropwise, and the reaction was refluxed for 6 hours until no gas evolved, and the reaction was completed to obtain a reaction solution.The reaction solution was distilled at -0.085 MPa at 80 ° C to recover residual benzene and excess thionyl chloride, and then vacuum distilled through a thin film evaporator.The degree of vacuum was 660 mmHg and the temperature was 130 °C.Collect 180-190 ° C fractions,Obtained 150.6 g of trimellitic anhydride acid chloride,After cooling, it was a white solid crystal with a melting point of 68.1 ° C and an HPLC chromatographic content of 99.25%.
References:
Shandong Kaisheng New Materials Co., Ltd.;Xue Juqiang;Zhang Congcong;Huang Guiqing;Zhang Taiming;Wang Ronghai;Han Nannan;Wang Jun;Li Guanghui;Sun Qingmin;Zhang Jiliang;Shi Yufei CN108341796, 2018, A Location in patent:Paragraph 0016; 0017; 0018; 0019; 0020; 0021