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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1053963Erstellt: 24. Oktober 2026

Methanesulfonyl chloride → Methyl 4-((methylsulfonyl)oxy)tetrahydro-2H-thiopyran-3-carboxylate

https://huagongshe.com/de/reaction/1053963

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethanesulfonyl chlorideHCID 31297—
EduktDiisopropylethylamineHCID 81531—
EduktMethyl 4-hydroxytetrahydro-2H-thiopyran-3-carboxylateHCID 10012449—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
ProduktMethyl 4-((methylsulfonyl)oxy)tetrahydro-2H-thiopyran-3-carboxylateHCID 10377614—

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

A solution of methyl 4-hydroxytetrahydro-2H-thiopyran-3-carboxylate (3.00 g, 17.0 mmol) in DCM (170 mL) was stirred at 0° C. DIPEA (5.95 mL, 34.0 mmol) was added followed by the dropwise addition of methanesulfonyl chloride (1.95 g, 17.0 mmol). The resulting mixture was stirred at 0° C. for 30 minutes then warmed to ambient temperature and stirred for an additional 30 minutes. The mixture was carefully diluted with water and extracted with DCM (2×). The combined organic extracts were washed with 1N aqueous HCl, brine, dried over anhydrous Na2SO4, filtered, and concentrated in vacuo to afford the title compound. The residue was carried forward without further purification.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09394282B2
Quelldatensatzuspto-grants-2016_07
ORD IDord-1626c36fd0ff46adad9d07f3cd360440
Quellennotizuspto-grants-2016_07