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CAS No. : | 1038969-22-0 | MDL No. : | MFCD11191448 |
Formula : | C11H11NO2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | - |
M.W : | 189.21 | Pubchem ID : | - |
Synonyms : |
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Signal Word: | Class: | ||
Precautionary Statements: | UN#: | ||
Hazard Statements: | Packing Group: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With methanol; sodium tetrahydroborate at 0℃; | (2-methoxyquinolin-3-yl)methanol (2-methoxyquinolin-3-yl)methanol 2-Methoxyquinoline-3-carbaldehyde (1.45 g, 7.75 mmol) was suspended in methanol (20 mL) and the mixture was cooled to 0° C. Sodium borohydride (600 mg, 15.86 mmol) was added, causing bubbling. The reaction mixture was stirred and gradually warmed to room temperature overnight (let ice bath melt). The reaction mixture was concentrated, and the crude material was taken up in saturated aqueous bicarbonate solution (50 mL) and extracted with dichloromethane (2*50 mL). The combined organic layers were dried over Na2SO4, filtered, and concentrated to afford the title compound (1.46 g, 7.72 mmol, 100% yield). 1H NMR (500 MHz, DMSO-d6) δ ppm 8.19 (q, J=1.2 Hz, 1H), 7.90 (dd, J=8.0, 1.5 Hz, 1H), 7.82-7.72 (m, 1H), 7.62 (ddd, J=8.4, 6.9, 1.5 Hz, 1H), 7.42 (ddd, J=8.1, 6.9, 1.2 Hz, 1H), 5.44-5.30 (m, 1H), 4.66-4.54 (m, 2H), 4.01 (s, 3H); MS (ESI+) m/z 190 (M+H)+. |
93% | With sodium tetrahydroborate In tetrahydrofuran; methanol at 0℃; | |
87% | With sodium tetrahydroborate In methanol at 0 - 20℃; for 6h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
1: 73% 2: 6% 3: 21% | With potassium hydroxide at 20℃; for 24h; |