ChemicalBook CAS DataBase List 4-(Trifluoromethyl)benzaldehyde

4-(Trifluoromethyl)benzaldehyde synthesis

10synthesis methods

Product Name:4-(Trifluoromethyl)benzaldehyde
CAS Number:455-19-6
Molecular formula:C8H5F3O
Molecular Weight:174.12

64-18-6 Synthesis

64-18-6
1085 suppliers
$22.12/250ML

455-13-0 Synthesis

455-13-0
246 suppliers
$10.00/1g

455-19-6
413 suppliers
$6.00/5g

Yield:455-19-6 77%

Reaction Conditions:

with iodine;triethylamine;triphenylphosphine in toluene at 80;Inert atmosphere;Sealed tube;

Steps:

Heterogeneous Palladium-Catalyzed Formylation of Aryl Iodides with HCOOH; General Procedure
General procedure: A dried 10 mL reaction tube was charged with I 2 (152 mg, 1.2 mmol),PPh 3 (315 mg, 1.2 mmol), and toluene (4 mL) under argon. The mixture was stirred at r.t. for 10 min. Then aryl iodide 1 (1 mmol), 2P-Fe3O4SiO2-Pd(OAc)2 (79 mg, 3 mol%), and Et3N (606 mg, 6 mmol)were added to this solution. After the addition of HCOOH (184 mg, 4mmol), the reaction tube was immediately sealed and the reactionmixture was stirred at 80°C for 3-5 h. After cooling to r.t., the Pd catalyst was magnetically separated from the mixture, washed with toluene (2 mL), distilled H2O (2 × 2 mL) and EtOH (2 × 2 mL), dried undervacuum at 80 °C, and used directly in the next cycle. The reaction mixture was then filtered and concentrated under vacuum. The residue was purified by silica gel column chromatography (light PE/EtOAc10:1) to afford the desired product 2.

References:

You, Shengyong;Zhang, Rongli;Cai, Mingzhong [Synthesis,2020,art. no. SS-2020-G0521-OP]

FullText

201230-82-2 Synthesis