ChemicalBook CAS DataBase List CIS-11-HEXADECENAL

CIS-11-HEXADECENAL synthesis

11synthesis methods

Product Name:CIS-11-HEXADECENAL
CAS Number:53939-28-9
Molecular formula:C16H30O
Molecular Weight:238.41

56683-54-6 Synthesis

56683-54-6
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53939-28-9
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Yield:53939-28-9 85%

Reaction Conditions:

with sodium hypochlorite;TEMPOL;tetra(n-butyl)ammonium hydrogensulfate in toluene at 20 - 22; for 0.158333 h;Reagent/catalyst;Temperature;

Steps:

2 Example 2
Into a 250 mE glass beaker containing 50 mE of buffer solution, tetrabutylammonium hydrogensulfate (TSAR) (407 mg), 30 mE of toluene containing 2.89 g of Z11- hexadecenol (98.2% purity), and 1 mE of RO-TEMPO solution (207 mg/mE) was added. The mixture was stirred via a Silverson Mixer at 4000 RPM and 20 mE of the bleach solution was added via a syringe pump over 90 seconds. With stirring the temperature and pR of the reaction were monitored over the course of 8 minutes. The pR of the reaction is then adjusted to 7.5 with addition of concentrated RC1 (.-400 uE). The reaction mixture was transferred into a separatory thnnel and the Silverson mixing blade was washed with toluene (2x, 50 mE). The combined reaction mixture with the washed toluene was extracted and then allowed to stand undisturbed to achieve phase separation. Aliquot (5 mE) of the organic fraction (127 mE) was dried with anhydrous sodium sulfate and diluted (2x) with fresh toluene containing 2 mgmE 1 -tetradecanol. Aliquot of the sample (0.5 mE) was derivatized with equal volume ofSSTFA prior to GC analysis to provide 94% conversion, 91% selectivity, and 85% yield of Z1 1 -hexadecenal.

References:

PROVIVI, INC.;Bui, Vu;Meinhold, Peter;Coelho, Pedro;Wampler, Keith M.;Cockrem, Michael US9981898, 2018, B1 Location in patent:Page/Page column 13; 14; 15

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