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ChemicalBook CAS DataBase List Methyl p-toluenesulfonate
80-48-8

Methyl p-toluenesulfonate synthesis

14synthesis methods
Methyl p-toluenesulfonate was synthesized by the reaction of p-toluenesulfonyl chloride with methanol. Mix p-toluenesulfonyl chloride and methanol, slowly add 25% sodium hydroxide solution, control the temperature below 25 °C, stop adding alkali when the pH is 9, continue stirring for 2 hours, and leave overnight. The lower layer of reactant was taken, the upper layer was extracted with benzene, the extract was recovered with benzene and then combined with the lower layer, washed with water and 5% potassium carbonate solution in turn, dried and distilled under reduced pressure to obtain the finished product of methyl p-toluenesulfonate.
-

Yield:80-48-8 100%

Reaction Conditions:

at 20; for 0.5 h;

Steps:

1

Methyl tosylate alkylation agent was prepared p-toluenesulfonic acid with trimethyl orthoester at room temperature.
The reaction was complete in 30 minutes with 100% yield.
12.8 g of methyl tosylate was reacted with 2.0 g glycerol in aqueous NaOH 8 mL 40% aq. NaOH) in a small scale vessel for 3 hours at 100° C.
Trimethoxy glycerol ether (TMG-E) was obtained in near quantitative yield as a volatile clear solvent.
The gas chromatograph (top) and mass spectrum (bottom) for the trimethoxy glycerol ether is shown in .

References:

US8722943,2014,B1 Location in patent:Page/Page column 6

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