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ChemicalBook CAS DataBase List 1-Phenyl-2,5,8,11-tetraoxatridecan-13-yl methanesulfonate

1-Phenyl-2,5,8,11-tetraoxatridecan-13-yl methanesulfonate synthesis

6synthesis methods
-

Yield:477781-69-4 100%

Reaction Conditions:

with triethylamine in dichloromethane at -5 - 20; for 18 h;Inert atmosphere;

Steps:

7.1 Step (1)

2-[2-[2-(2-benzyloxyethoxy)ethoxy]ethoxy]ethanol (50 g, 176 mmol) and triethylamine (35.6 g, 352 mmol) in dry dichloromethane (500 mL) under nitrogen were cooled to -5°C. Methanesulfonyl chloride (30.2 g, 264 mmol) in dry DCM (20 mL) was added dropwise to this solution at 0°C. The mixture was allowed to warm to room temperature and stirred at room temperature for 18 h. Tri-ethylamine hydrochloride was fdtered off, and the DCM solution was washed with 0.1 N HC1 and dried over sodium sulfate. Removing the solvent afforded 2-[2- [2-(2-benzyloxyethoxy)ethoxy] ethoxy] ethyl methanesulfonate (69.1 g, 175 mmol, quant.) as light yellow oil which was used without further purification. NMR (400 MHz, CDCh) d 7.37 - 7.27 (m, 5H), 4.56 (s, 2H), 4.39 - 4.33 (m, 2H), 3.78 - 3.73 (m, 2H), 3.69 - 3.60 (m, 12H), 3.06 (s, 3H).

References:

WO2022/13443,2022,A1 Location in patent:Page/Page column 89-91