6-Methoxy-8-quinolinol synthesis
- Product Name:6-Methoxy-8-quinolinol
- CAS Number:477601-28-8
- Molecular formula:C10H9NO2
- Molecular Weight:175.18
111454-91-2
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477601-28-8
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Yield:477601-28-8 34%
Reaction Conditions:
with boron tribromide in dichloromethane;water;
Steps:
8.4 6-Methoxyquinolin-8-ol
Step 4 6-Methoxyquinolin-8-ol To a -25° C. solution of 3.0 g (15.9 mmol) 6,8-dimethoxyquinoline and 160 mL CH2Cl2 is added 16 mL (15.9 mmol) of 1M BBr3 in CH2Cl2. After stirring for 2 h at -25° C., the reaction mixture is quenched with 300 mL of H2O, the layers separated in a separatory funnel, and the aqueous extracted with CH2Cl2 (2*100 mL). The combined organics are washed with 1*100 mL H2O, 1*100 mL brine, dried over MgSO4, filtered, and the volatiles are evaporated. Flash chromatography on SiO2, eluding with 3/1 EtOAc/hexanes containing 10% MeOH, gives 0.96 g (5.48 mmol, a 34% yield) of the title compound as an tan solid. MS (ES) m/z 176 (MH)+.
References:
US2003/32645,2003,A1
40925-70-0
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$32.00/100mg
477601-28-8
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