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ChemicalBook CAS DataBase List 2-Fluoro-6-ethoxy benzaldehyde

2-Fluoro-6-ethoxy benzaldehyde synthesis

3synthesis methods
-

Yield:82129-45-1 98%

Reaction Conditions:

with potassium carbonate in N,N-dimethyl-formamide at 20;

Steps:

55.1 Step 1: Synthesis of 2-ethoxy-6-fluorobenzaldehyde

Step 1: Synthesis of 2-ethoxy-6-fluorobenzaldehyde (0438) 2-Fluoro-6-hydroxybenzaldehyde (50 g, 360 mmol) was dissolved in N,N-dimethylformamide (500 mL), and potassium carbonate (74 g, 540 mmol) and iodoethane (86 mL, 1.1 mol) were added thereto at room temperature, followed by stirring at room temperature overnight. The reaction solution was partitioned with the addition of ethyl acetate and water, and extracted with ethyl acetate. The organic layer was washed with water and brine and dried over sodium sulfate, followed by filtration and concentration. The residue was purified by silica gel column chromatography (developing solvent: ethyl acetate/hexane), thereby obtaining 2-ethoxy-6-fluorobenzaldehyde (59 g, 98%) as a white solid. (0439) 1H-NMR (CDCl3) δ: 10.47 (1H, s), 7.50-7.41 (1H, m), 6.77-6.67 (2H, m), 4.16 (2H, q, J=6.8 Hz), 1.48 (3H, t, J=6.8 Hz). LCMS (ESI) m/z 169 [M+H]+

References:

US2017/66772,2017,A1 Location in patent:Paragraph 0438; 0439