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CAS No. : | 128495-46-5 | MDL No. : | MFCD00143320 |
Formula : | C8H7FO2 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | NALVGTOMKSKFFV-UHFFFAOYSA-N |
M.W : | 154.14 | Pubchem ID : | 2737358 |
Synonyms : |
|
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* 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 |
---|---|---|
85% | With manganese(IV) oxide; In dichloromethane; for 16h;Heating / reflux; | (4-FLUORO-3-METHOXYPHENYL) METHANOL (5. 00G, 0. 03mol) and manganese dioxide (33.4g, 0. 38MOL) were stirred in DICHLOROMETHANE (100ml) under an atmosphere of nitrogen, at gentle reflux for 16 hours. The cooled reaction mixture was then filtered through arbacel and concentrated in vacuo to give the title compound as a white solid (4.18g, 0. 027MOL, 85%). 1H NMR (CDCI3, 400MHZ) 8 : 3.96 (s, 3H), 7.23 (d, 1H), 7.43 (m, 1 H), 7.50 (d, 1 H) 9.91 (s, 1H). Mpt: 61-63C. Analysis found C, 62.18 ; H, 4.54%. C8H7FO2 requires C, 62.34 ; H, 4.58%. |
85% | With manganese(IV) oxide; In dichloromethane; for 16h;Heating / reflux; | (4-Fluoro-3-methoxyphenyl) methanol (5.0Og, 0.03mol) and manganese dioxide (33.4g, 0.38mol) were stirred in dichloromethane (100ml) under an atmosphere of nitrogen, at gentle reflux for 16 hours. The ? cooled reaction mixture was then filtered through arbacel and concentrated in vacuo to give the title compound as a white solid (4.18g, 0.027mol, 85%). 1H NMR (CDCI3, 400MHz) δ: 3.96 (s, 3H), 7.23 (d, 1 H), 7.43 (m, 1 H), 7.50 (d, 1 H) 9.91 (s, 1 H). Mpt: 61-630C. Analysis found C, 62.18; H, 4.54%. C8H7FO2 requires C, 62.34; H, 4.58%. |
81% | With chromium trioxide pyridine; In dichloromethane; at 20℃; for 0.5h; | To a solution of (4-fluoro-3-methoxyphenyl) methanol (1.56 g, 10 mmol) in dichloromethane (40 mL) was added chromium trioxide pyridine (4.31 g, 20 mmol). The mixture was stirred at room temperature for 30 min and filtered. The filtrate was poured onto a short silica gel column, and eluted with dichloromethane. The resulting solution was concentrated under vacuum to afford the title compound (1.25 g, 81 %). 1H NMR (CDCl3): δ 9.92 (1H, s), 7.52 (1H, dd, J = 2.0 Hz, 8.4 Hz), 7.47-7.43 (1H, m), 7.26-7.22 (1H, m), 3.96 (3H, s). |
81% | With pyridine; chromium(VI) oxide; In dichloromethane; at 20℃; for 0.5h; | To a solution of (4-fluoro-3-methoxyphenyl) methanol (1.56 g, 10 mmol) in dichloromethane (40 mL) was added chromium trioxide pyridine (4.31 g, 20 mmol). The mixture was stirred at room temperature for 30 min and filtered. The filtrate was poured onto a short silica gel column, and eluted with dichloromethane. The resulting solution was concentrated under vacuum to afford the title compound (1.25 g, 81 %). 1H NMR (CDCl3): δ9.92 (1H, s), 7.52 (1H, dd, J=2.0 Hz, 8.4 Hz), 7.47-7.43 (1H, m), 7.26-7.22 (1H, m), 3.96 (3H, s). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium hydroxide; sodium tetrahydroborate; In methanol; water; for 1h; | Preparation 44; To a solution of 4-fluoro-3-methoxybenzaldehyde (5 g) in methanol (25 ml) was added dropwise sodium borohydride (368 mg) in 0.1N sodium hydroxide aqueous solution (5 ml) in water bath and the whole was stirred for 1 hour. After the mixture was evaporated under reduced pressure, ethyl acetate and water were added thereto. The organic layer was separated and the water layer was further extracted with ethyl acetate. The combined organic layer was dried over magnesium sulfate and concentrated in vacuo to give 4-fluoro-3-methoxybenzyl-alcohol (5.22 g) as an oil. IR (Neat): 1610, 1516, 1462, 1417, 1315, 1277, 1149, 1115, 1032 cm-1 NMR (CDCl3, δ): 1.75 (1H, br s), 3.90 (3H, s), 4.64 (2H, s), 6.70-7.20 (3H, m) |
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