ChemicalBook CAS DataBase List 2-[2-(2-Fluoroethoxy)ethoxy]ethanol

2-[2-(2-Fluoroethoxy)ethoxy]ethanol synthesis

7synthesis methods

Product Name:2-[2-(2-Fluoroethoxy)ethoxy]ethanol
CAS Number:373-45-5
Molecular formula:C6H13FO3
Molecular Weight:152.16

Tri(Ethylene Glycol) DI-P-Toluenesulfonate

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Yield: 43%

Reaction Conditions:

with tetrabutyl ammonium fluoride in tetrahydrofuran for 1 h;Reflux;Inert atmosphere;

Steps:

Synthesis of AD-CB-003S-WZ0129; [00145] To 2,2'-(ethane-l ,2-diylbis(oxy))bis(ethane-2,l -diyl) bis(4- methylbenzenesulfonate) (8.7 g, 19 mmol) was added TBAF (22.8 mL, 1.0 M THF solution, 22.8 mmol). The mixture was heated to reflux for 1 h under Ar atmosphere and cooled to rt and concentrated under reduced pressure. The crude material was purified with silica chromatography (5% to 40% THF in hexane) to afford 2-(2-(2- fluoroethoxy)ethoxy)ethyl 4-methylbenzenesulfonate as a clear oil (2.5 g, 43%). ¹H NMR (400 MHz, CDCl₃) δ 7.80 (d, J = 8.4 Hz, 2 H), 7.34 (d, J = 8.4 Hz, 2 H), 4.61 (m, 1 H), 4.49 (m, 1 H), 4.16 (m, 2 H), 3.75 (m, 1 H), 3.71-3.67 (m, 3 H), 3.62 (m, 4 H); MS(ESD m/z 307 (M+H⁺).

References:

SIEMENS MEDICAL SOLUTIONS USA, INC. WO2009/102498, 2009, A1 Location in patent:Page/Page column 96-97

77544-68-4 Synthesis