202857-89-4

2-Benzyloxy-4-fluorobenzaldehyde is a reactant used in the synthesis of fluorinated hallucinogenic tryptamine derivatives.

Step 1) Synthesis of 2-(benzyloxy)-4-fluorobenzaldehyde: To a solution of 4-fluoro-2-hydroxybenzaldehyde (10 g, 71.42 mmol) in N,N-dimethylformamide (DMF, 60 mL) was added potassium carbonate (24 g, 174 mmol) and benzyl bromide (15 g, 88 mmol). The reaction mixture was stirred at 80 °C for 4 hours. After completion of the reaction, the mixture was concentrated under reduced pressure to remove the solvent. The residue was diluted with deionized water (50 mL) and subsequently extracted with ethyl acetate (EtOAc, 200 mL). The organic layers were combined, washed with saturated aqueous sodium chloride (50 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford 2-(benzyloxy)-4-fluorobenzaldehyde as a colorless oil (14.8 g, 97% yield). Mass spectrum (electrospray ionization, positive ion mode) m/z: 231.2 [M + H]+.

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