ChemicalBook CAS DataBase List 5-(4-CHLOROPHENYL)-2-FURALDEHYDE

5-(4-CHLOROPHENYL)-2-FURALDEHYDE synthesis

10synthesis methods

Product Name:5-(4-CHLOROPHENYL)-2-FURALDEHYDE
CAS Number:34035-03-5
Molecular formula:C11H7ClO2
Molecular Weight:206.63

637-87-6
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27329-70-0 Synthesis

27329-70-0
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34035-03-5
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$45.95/1gm:

Yield: 95%

Reaction Conditions:

with bis-triphenylphosphine-palladium(II) chloride;sodium carbonate in 1,2-dimethoxyethane;ethanol;water at 65; for 1 h;Suzuki Coupling;

Steps:

Method A- Suzuki Reaction
General procedure: 1.00 mmol arylhalide, 1.30 mmol furfural-boronic acid and 0.05 mmolBis(triphenylphosphine)palladium(II) dichloride were treated with 0.30 mLdimethoxyethane, 0.50 mL ethanol and 0.30 mL aqueous 2M sodium carbonate solution.The reaction was heated to 65°C for 1h or until the TLC showed no remaining startingmaterial. The mixture was evaporated and extracted three times with ethyl acetate. Thecombined organic layers were washed with brine, dried over MgSO4, filtered andconcentrated. The crude product was purified by column chromatography usinghexanes/ethyl acetate (9:1).

References:

Krake, Susann H.;Martinez, Pablo David G.;McLaren, Jenna;Ryan, Eileen;Chen, Gong;White, Karen;Charman, Susan A.;Campbell, Simon;Willis, Paul;Dias, Luiz Carlos [European Journal of Medicinal Chemistry,2017,vol. 126,p. 929 - 936] Location in patent:supporting information

98-01-1 Synthesis