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ChemicalBook CAS DataBase List 3-FLUORO-2-METHOXYBENZALDEHYDE
74266-68-5

3-FLUORO-2-METHOXYBENZALDEHYDE synthesis

11synthesis methods
-

Yield: 88%

Reaction Conditions:

with caesium carbonate in N,N-dimethyl-formamide at 20; for 2 h;Inert atmosphere;

Steps:

18
Preparation 18; 3-Fluoro-2-methoxy-benzaldehyde; A mixture of 3-fluorosalicylaldehyde (3.52 g, 25.12 mmol) and cesium carbonate (20.46 g, 62.81 mmol) in N,N-dimethylformamide (30 mL) is treated with iodomethane (3.13 mL, 50.2 mmol) and stirred at room temperature under nitrogen for 2 h. The reaction mixture is diluted with diethyl ether (150 mL) and washed with 0.5 M hydrochloric acid (2 x 150 mL). The organic portion is dried over anhydrous sodium sulfate, filtered, and concentrated to afford 3.42 g (88%) of the title compound as a clear oil. 1H NMR (400 MHz, CDCl3) δ 7.59 (d, IH), 7.32 (dd, IH), 7.04 (m, IH), 4.04 (s, 3H).

References:

Location in patent:Page/Page column 38-39

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