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ChemicalBook CAS DataBase List m-PEG3-Tos

m-PEG3-Tos synthesis

4synthesis methods
-

Yield: 100%

Reaction Conditions:

with pyridine at 0 - 20; for 2 h;

Steps:

9.1
To a solution of diethylene glycol monomethylether(12 g, 100 mmol) in pridine(70 ml) was added p-toluenesulfonyl chloride(22.8 g, 120 mmol) at 0° C., which was then stirred at room temperature for 2 hours. Water was added thereto, and the mixture was extracted with diethyl ether. The extracted organic layer was washed with 0.5N-HCl, water and saturated sodium bicarbonate solution, and dried over anhydrous magnesium sulfate. The organic solvent was removed under reduced pressure to give the title compound (27 g, stoichiometric yield) as a yellow oil. The compound thus obtained was used in the next reaction without further purification. [00564] 1H-NMR (270 MHz, CDCl3) δ: 3.54 (m, 6H, 3×OCH2), 3.35 (s, 3H, OCH3), 3.07 (t, J=6.2 Hz, 2H, SCH2), 2.31 (s, 3H, SCOCH3)

References:

Chugai Seiyaku Kabushiki Kaisha US6645951, 2003, B1 Location in patent:Page/Page column 83

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