ChemicalBook CAS DataBase List 1,3,5-Tris(p-formylphenyl)benzene

1,3,5-Tris(p-formylphenyl)benzene synthesis

6synthesis methods

Product Name:1,3,5-Tris(p-formylphenyl)benzene
CAS Number:118688-53-2
Molecular formula:C27H18O3
Molecular Weight:390.43

1,3,5-Tris(p-formylphenyl)benzene is an intermediate in organic synthesis and pharmaceutical intermediate, mainly in laboratory organic synthesis process. It was prepared from 4-Bromobenzaldehyde with 4-formylphenylboronic acid by stirring in THF refluxed for 12 h.

626-39-1 Synthesis

626-39-1
460 suppliers
$5.00/5g

87199-17-5 Synthesis

87199-17-5
413 suppliers
$8.00/5g

118688-53-2
108 suppliers
$28.00/250mg

Yield:118688-53-2 92%

Reaction Conditions:

with bis-triphenylphosphine-palladium(II) chloride;potassium carbonate in tetrahydrofuran;water for 12 h;Inert atmosphere;Reflux;Suzuki Coupling;

Steps:

Synthesis of 4,4'-biphenyldicarboxaldehyde (M2).
General procedure: 4-Bromobenzaldehyde (100.0 mg, 0.54 mmol) and 4-formylphenylboronic acid (81.0 mg, 0.54 mmol) were dissolved in 10 mL of tetrahydrofuran. Aqueous solution of potassium carbonate (5.0 mL, 2.0 mol L^-1) was added into the solution under nitrogen atmosphere. After the addition of bis(triphenylphosphine)palladium(II) dichloride (30.0 mg), the mixture was refluxed for 12 h. After cooled to room temperature, the mixture was extracted twice with dichloromethane (3 × 100 mL). The obtained organic layer was collected and dried with anhydrous sodium sulfate for 2 hours. After that, the solvent was removed at reduced pressure. The residue was chromatographed on a silica gel column to give green solid M2 with 81% yield. ¹H NMR (400 MHz, CDCl₃): δ(ppm) 10.05 (s, 3H, -CHO), 7.96 (d, J = 8.0 Hz, 6H, Ar-H), 7.77 (d, J = 8.0 Hz, 6H, Ar-H), 7.62 (d, J= 8.0 Hz, 6H, Ar-H), 7.29 (d, J = 8.0 Hz, 6H, Ar-H); IR (KBr, cm^-1): 3032, 2830, 2732, 1701, 1590, 1525, 1499, 1285, 1180, 824, 714, 649, 571.

References:

Wang, Tao;Zhao, Yan-Chao;Luo, Min;Zhang, Li-Min;Cui, Yi;Zhang, Chang-Shan;Han, Bao-G [Polymer,2015,vol. 60,p. 26 - 31] Location in patent:supporting information

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