hexadecyl D-glucoside synthesis
- Product Name:hexadecyl D-glucoside
- CAS Number:54549-27-8
- Molecular formula:C22H44O6
- Molecular Weight:404.58
Yield: 89%
Reaction Conditions:
with sulfonated mesoporous carbon pyrolyzed at 723 K at 120; under 15 Torr; for 3 h;
Steps:
2. Experimental section
In a typical procedure, glucose (1.0 g, 5.5 mmol) was mixed with n-dodecanol(10 g, 53 mmol) in a 50 mL round-bottom flask, equippedwith a magnetic stirring bar. Then, an acid catalyst (1.8 mol % of-SO3H) was added and the solution was heated in an oil bath at 393 Kunder vacuum (15 mmHg) for the desired reaction time. The reactionwas monitored by gas chromatography on a Varian 3900 instrumentequipped with a flame ionization detector and an HT5 column(30mx 0.32mmx 0.25 μm). Before analysis, AAGs were silylated asdescribed in the supporting information. After complete conversion ofglucose, the catalyst was filtered off ; and the excess n-dodecanol wasremoved under vacuum. For recycling experiments, the solid acid catalystwas recovered by filtration at the end of the reaction, washed withethanol, dried in an oven at 60 °C and then re-used as is without anyfurther purification. 1H and 13C NMR spectra of the as-obtained AAGsare provided in Figures S13 and S14.
References:
Ramdani, Wahiba Ghezali;Karam, Ayman;De Oliveira Vigier, Karine;Rio, Sébastien;Ponchel, Anne;Jérôme, François [Molecular catalysis,2019,vol. 468,p. 125 - 129]
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