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ChemicalBook CAS DataBase List Tetra(ethylene glycol) dithiol
2781-02-4

Tetra(ethylene glycol) dithiol synthesis

5synthesis methods
-

Yield:2781-02-4 74%

Reaction Conditions:

with hydrogenchloride in methanol;water at 120; for 3 h;Inert atmosphere;

Steps:

General procedure for deacetylation of bis(thioacetylated) oligo ethylene glycols (GP5)

General procedure: Compounds 4a-c were prepared by a modified procedure known from the literature3. Bis(thioacetylated) oligoethylene glycol 3a, 3b or 3c (3.1 mmol) was dissolved in a mixture of methanol (5 mL), water (5 mL) and hydrochloric acid (0.8 mL, 9 mmol, 3 equiv). Argon was bubbled through the mixture of methanol, water and acid in advance (2minutes), exposed to ultrasound (10 minutes) and argon was bubbled through by again (10 minutes) to remove all dissolved oxygen. The reaction mixture was then heated to 120 °C under a reflux condenser and inert atmosphere for 3 hours. The reaction process was monitored by TLC (detection by KMnO4). After cooling to room temperature,the reaction mixture was diluted to the double volume by addition of water and extracted with chloroform (3 × 1:1). The organic layers were collected and concentrated under reduced pressure. The residue was purified by columnchromatography on silica gel (150 × weight of the residue).

References:

Bedná?ová, Eva;Hybelbauerová, Simona;Jind?ich, Jind?ich [Beilstein Journal of Organic Chemistry,2016,vol. 12,p. 349 - 352] Location in patent:supporting information

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