ChemicalBook CAS DataBase List 5-(4-CHLORO-2-NITROPHENYL)FURFURAL 97

5-(4-CHLORO-2-NITROPHENYL)FURFURAL 97 synthesis

3synthesis methods

Product Name:5-(4-CHLORO-2-NITROPHENYL)FURFURAL 97
CAS Number:480439-09-6
Molecular formula:C11H6ClNO4
Molecular Weight:251.62

27329-70-0 Synthesis

27329-70-0
468 suppliers
$6.00/1g

41513-04-6 Synthesis

41513-04-6
255 suppliers
$6.00/5g

480439-09-6
14 suppliers
$75.00/500mg

Yield:-

Reaction Conditions:

with [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II);potassium carbonate in ethylene glycol dimethyl ether;ethanol;lithium hydroxide monohydrate; for 8 h;Inert atmosphere;Reflux;Suzuki-Miyaura Coupling;

Steps:

General procedure: 1-bromo-4-methyl-2-nitrobenzene (200mg, 926μmol) and (5-formylfuran-2-yl)boronic acid (155mg, 1.11mmol) were mixed in 2mL dimethoxyethane, 1mL ethanol and 1mL water followed by the addition of Pd(PPh₃)₂Cl₂ (65mg, 92.6μmol) and K₂CO₃ (256mg, 1.85mmol). The mixture was heated at reflux under the protection of nitrogen for 8h and then cooled to room temperature. The mixture was diluted with water and extracted with ethyl acetate three times. The combined organic phase was dried over anhydrous Na₂SO₄ and concentrated to give a crude product, which was purified by silica gel column chromatography to get 82mg, yield: 38.3%.

References:

Yuan, Xinrui;Jiang, Hua;Fu, Denggang;Robida, Aaron;Rajanayake, Krishani;Yuan, Hebao;Wen, Bo;Sun, Duxin;Watch, Brennan T.;Chinnaswamy, Krishnapriya;Stuckey, Jeanne A.;Paczesny, Sophie;Rech, Jason C.;Yang, Chao-Yie [Bioorganic and Medicinal Chemistry,2022,vol. 71,art. no. 116942]

98-01-1 Synthesis