ChemicalBook CAS DataBase List A-METHYL-4-QUINOLINEMETHANOL

A-METHYL-4-QUINOLINEMETHANOL synthesis

5synthesis methods

Product Name:A-METHYL-4-QUINOLINEMETHANOL
CAS Number:55908-34-4
Molecular formula:C11H11NO
Molecular Weight:173.21

4363-93-3 Synthesis

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917-64-6 Synthesis

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Yield:55908-34-4 100%

Reaction Conditions:

in tetrahydrofuran;diethyl ether at -78 - 20;Nitrogen atmosphere;

Steps:

61.1

4-Quinolinecarboxaldehyde (1.57 g, 10 mmol, Aldrich) was dissolved in anhydrous THE (30 mL) and cooled [TO-78°C.] The [3 M] methyl magnesium iodide solution in diethyl ether (5 [ML,] 15 mmol, Aldrich) was slowly added to the reaction solution in dry ice bath. The reaction mixture was allowed to stir under nitrogen at room temperature for overnight then the reaction was cooled at ice bath and quenched with saturated aqueous ammonium chloride (30 mL). The organic phase was separated and the aqueous phase was extracted with ethyl acetate (30 [ML] x 2). The combined organic layers were dried over anhydrous magnesium sulfate and concentrated via vacuo to give crude title compound as light yellow syrup in 100% yield (1.73 g, 10 mmol). [CNHNNO] MS (ESI, pos. ion) m/z: 174.4 (M+1) ; MS [(ESI,] neg. ion) m/z: 172.2 (M-1).

References:

WO2003/99776,2003,A1 Location in patent:Page 97

4363-93-3 Synthesis

4363-93-3
229 suppliers
$7.00/250mg