ChemicalBook CAS DataBase List Octaethylene glycol

Octaethylene glycol synthesis

10synthesis methods

Product Name:Octaethylene glycol
CAS Number:5117-19-1
Molecular formula:C16H34O9
Molecular Weight:370.44

Octaethylene Glycol is part of a leaf extract (Murdannia Bracteata) which was shown to exhibit antioxidant, antimicrobial and anti-cancer properties. It can be prepared by Pd/C catalytic reduction of 1,27-Diphenyl-2,5,8,11,14,17,20,23,26-nonaoxaheptacosane in ethanol solution.

105891-54-1 Synthesis

1,27-Diphenyl-2,5,8,11,14,17,20,23,26-nonaoxaheptacosane

105891-54-1
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5117-19-1
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Yield:5117-19-1 84%

Reaction Conditions:

with palladium 10% on activated carbon;hydrogen in ethanol under 750.075 Torr; for 16 h;Inert atmosphere;

Steps:

7.9. 3,6,9,12,15,18,21-Heptaoxatricosane-1,23-diol (S1b)23
General procedure: To a solution of compound s18b (1.0 g; 1.81 mmol; 1 eq.) dissolved in anhydrous ethanol (60 mL), 10% Pd/C(0.10 g; 0.006 mmol) was added portionwise. The resulting mixture was degassed three times under reducedpressure, then stirred under hydrogen atmosphere (1 bar) for 16 h. The resulting suspension was filtered onCelite 545 and the filtrate was evaporated under reduced pressure to afford s1b (0.650 g; 1.756 mmol; 84%) asa white oil which was used in the next step without purification. Revelator: Dragendorff. 1H NMR (200 MHz,CDCl3) 3.37-3.58 (m, 32H, CH2-O).

References:

Béquignat, Jean-Baptiste;Boucheix, Claude;Canitrot, Damien;Chezal, Jean-Michel;Degoul, Françoise;Miot-Noirault, Elisabeth;Moreau, Emmanuel;Navarro-Teulon, Isabelle;Quintana, Mercedes;Rondon, Aurélie;Taiariol, Ludivine;Ty, Nancy [European Journal of Medicinal Chemistry,2020,vol. 203,art. no. 112574] Location in patent:supporting information

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