5-(4-CHLOROPHENYL)-2-FURALDEHYDE synthesis
- Product Name:5-(4-CHLOROPHENYL)-2-FURALDEHYDE
- CAS Number:34035-03-5
- Molecular formula:C11H7ClO2
- Molecular Weight:206.63
98-01-1
106-47-8
34035-03-5
The target compounds 5-(4-chlorophenyl)-2-furancarboxaldehyde (1-9) were synthesized using 2-furancarboxaldehyde and 4-chloroaniline as starting materials and the reaction was carried out with reference to the methodology reported in the literature [3,13] and the structures were confirmed by appropriate characterization means.
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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
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34035-03-5
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34035-03-5
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