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ChemicalBook CAS DataBase List hexadecanal
629-80-1

hexadecanal synthesis

13synthesis methods
-

Yield:629-80-1 99%

Reaction Conditions:

with 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione in ethyl acetate at 60;

Steps:

Hexadecanal (14)
According to the procedure of More and Finney [S2], Hexadecanol (13, 5.00 g, 20.62mmol, 1 eq) was dissolved in ethyl acetate (150 ml) and IBX (16.8 g, 60 mmol) wasadded. The solution was heated to reflux until the alcohol was completely converted(2.5 to 3.25 hours). After cooling, the solid was filtered through a frit and washed threetimes with ethyl acetate. The solvent was removed under vacuum and the crude product purified by column chromatography with 20:1 pentane/tert-butyl methyl ether(TBME). A colorless waxy solid was obtained (4.9 g, 20.4 mmol, 99%).

References:

Elias, Marianne;Mann, Florian;McClure, Melanie;Schulz, Stefan;Silva, Lisa de;Szczerbowski, Daiane [Beilstein Journal of Organic Chemistry,2020,vol. 16,p. 2776 - 2786] Location in patent:supporting information

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