Sodium Hydroxide → p-Dodecyloxybenzaldehyde

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Reaction Steps

Dodecyloxybenzene (2.48 g; 9.45 mmol) is dissolved in N-methylformanilide (195.17 g; 9.45 mmol). POCl3 (1.45 g; 159.33 g; 9.45 mmol) is added dropwise with ice-cooling. Stirring is carried out for 1 hour at 25° C., and then for 3 hours at 60° C. Pouring onto ice is then carried out and the pH is adjusted to 6 using sodium hydroxide solution. Extraction is then carried out with tert-butyl methyl ether (2×50 ml), and the combined organic phases are washed with aqueous NaHCO3 solution and dried over Na2SO4. After filtration, concentration to dryness by evaporation is carried out.

Provenance & Evidence