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4-((E)-STYRYL)-BENZOIC ACID METHYL ESTER synthesis

10synthesis methods
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Yield:1149-18-4 98%

Reaction Conditions:

with {1,3-bis[2,6-bis(propan-2-yl)phenyl]-1,3-dihydro-2H-imidazol-2-ylidene}dichloro(pyridine)palladium;caesium carbonate in neat (no solvent) at 100; for 12 h;Heck Reaction;

Steps:

4.2. General procedure for Heck Cross-Coupling reactions

General procedure: To a single-necked flask (15 mL) equipped with a stir bar charge with 1 (1 eq, 1 mmol), 2 (1 eq, 1.2 mmol), NHC-Pd (II)-Py (0.01 eq, 0.06 g) and Cs2CO3 (0.3 eq, 0.1 g). Then the reaction flask was stirred at 100 °C for 12 h, and then the reaction mixture was cooled to room temperature. After removing the solvent under reduced pressure, the pure product was obtained by silica gel column chromatography (eluent: petroleum ether/ethyl acetate).

References:

Li, Dan;Tian, Qingqiang;Wang, Xuetong;Wang, Qiang;Wang, Yin;Liao, Siwei;Xu, Ping;Huang, Xin;Yuan, Jianyong [Synthetic Communications,2021,vol. 51,# 13,p. 2041 - 2052] Location in patent:supporting information