Sulfuric acid magnesium salt (1:1) → 1,4-Dimethoxy-2-naphthaldehyde

Participants

Reaction Steps

Pyridinium chlorochromate (PCC, 1.04 g, 4.8 mmol) was added to a flame-dried 100 mL round bottom flask followed by dry CH2Cl2 (25.0 mL) at room temperature under Argon. Alcohol 26 (0.607 g, 2.78 mmol) was dissolved in CH2Cl2 (5.0 mL) and added slowly at room temperature. The reaction was stirred for a further 12 h at room temperature before being poured into a slurry of fluoricil, MgSO4, and CH2Cl2. After stirring the suspension was filtered through celite and condensed. The resulting solid was purified by flash column chromatography (CH2Cl2) to provide 27 (0.510 g, 2.36 mmol, 85%) as white needles. The product was also purified by recrystallization in Et2O:hexanes if no starting material was present.

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