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ChemicalBook CAS DataBase List METHYL 4-(5-FORMYL-2-THIENYL)BENZENECARBOXYLATE

METHYL 4-(5-FORMYL-2-THIENYL)BENZENECARBOXYLATE synthesis

2synthesis methods
-

Yield:639816-37-8 80%

Reaction Conditions:

with potassium phosphate in N,N-dimethyl acetamide at 60; for 24 h;Irradiation;Green chemistry;

Steps:

Typical procedure for the Synthesis of asymmetrical heterobiaryls and reuse of the catalyst:

General procedure: To a solution of 1 (0.3 mmol) and 2 (0.45mmol) in DMA (5 mL) was added 3wt% Pd/CeO2 (80 mg). The reaction mixture was stirred under incandescent light (0.79 Wcm-2) irradiation at 60°C for 24h. After reaction (monitored by TLC), when the reaction is complete, in test tube extraction and centrifugal separation allows for isolation of the desired product, while the catalyst can be washed with ethanol and water, dried under vacuum, and reused for the next run. After completion of the reaction (monitored by TLC), water (5 mL) was added and the mixture was extracted with EtOAc (3 × 5 mL). The combined organic phase was dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by chromatography on silica gel (10:1 petroleum ether/EtOAc) to give the target product.

References:

Ge, Yanqin;Diao, Pinhui;Xu, Chen;Zhang, Nannan;Guo, Cheng [Chinese Chemical Letters,2018,vol. 29,# 6,p. 903 - 906] Location in patent:supporting information