反应详情

温度

0 °C

3-Acetoxy-5-fluoro-6-methoxy-quinoline-4-carboxylic acid methyl ester (355 mg, 1.21 mmol, 1.0 eq) is added at 0° C. to a stirred suspension of lithium aluminium hydride (138 mg, 3.63 mmol, 3.0 eq) in tetrahydrofuran (5 mL). After 2 hours stirring at 0° C., brine is used to quench the reaction and the resulting mixture is extracted with ethyl acetate (3×10 mL). The combined organic layers are dried over sodium sulfate, filtered and concentrated to give a residue that is suspended in dichloromethane:methanol (10:1, v/v) and filtered to afford 5-fluoro-4-hydroxymethyl-6-methoxy-quinolin-3-ol as an off-white solid (62 mg, 23% yield).

1. customto quench
2. customthe reaction
3. extractionthe resulting mixture is extracted with ethyl acetate (3×10 mL)
4. dry with materialThe combined organic layers are dried over sodium sulfate
5. filtrationfiltered
6. concentrationconcentrated
7. customto give a residue that
8. filtrationv/v) and filtered