6-METHOXY-QUINOLINE-2-CARBALDEHYDE synthesis
- Product Name:6-METHOXY-QUINOLINE-2-CARBALDEHYDE
- CAS Number:89060-22-0
- Molecular formula:C11H9NO2
- Molecular Weight:187.19
1078-28-0
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Yield:89060-22-0 91%
Reaction Conditions:
with [bis(acetoxy)iodo]benzene in dimethyl sulfoxide at 120; for 0.5 h;Microwave irradiation;Sealed tube;Green chemistry;regioselective reaction;Solvent;
Steps:
Experimental Procedures Typical experimental procedure for oxidation of 2-methylquinolines
General procedure: Unless otherwise noted, reactions were carried out as following: 2-methylquinolines 1 (2 mmol), PIDA (4 mmol), DMSO(10 mL) were mixed in a sealed microwave tube. The reaction mixture was stirred at 120 °C for 30 min under microwave irradiation using a CEM Discover microwave reactor (the highest power: 85 W; run time: 10 min; hold time: 30 min; temperature: 120 °C). The resulting reaction mixture was neutralized with saturated aqueous NaHCO3 solution and extracted with Et2O. The combined organic layers were washed with H2O and dried over Na2SO4, then concentrated under reduced pressure. The crude residue was purified by flash chromatographyon silica gel using hexane/EtOAc as eluent.
References:
Jiang, Long;Huang, Yingyi;Yan, Yiyan;Xie, Yuanyuan [Tetrahedron Letters,2016,vol. 57,# 37,p. 4149 - 4151] Location in patent:supporting information
201230-82-2
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476161-59-8
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104-94-9
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613-21-8
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