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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 481382Erstellt: 24. Oktober 2026

Triethylamine → 5-Hydroxy-4-(4-methanesulfonyl-phenyl)-5-methyl-3-phenylsulfanyl-5H-furan-2-one

https://huagongshe.com/de/reaction/481382

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriethylamineHCID 8471—
Edukt(Phenylthio)acetic acidHCID 59541—
EduktCarbonyl bromideHCID 79057—
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Edukt2-Bromo-1-[4-(methanesulfonyl)phenyl]propan-1-oneHCID 13207839—
LösungsmittelAcetonitrileHCID 6342—
Produkt5-Hydroxy-4-(4-methanesulfonyl-phenyl)-5-methyl-3-phenylsulfanyl-5H-furan-2-oneHCID 15461522—

Reaktionsschritte

To a mixture of 2-bromo-1-(4-(methylsulfonyl)phenyl) propan-1-one (6.0 g, 20.6 mmol) and thiophenoxyacetic acid (3.8 g, 22.6 mmol) in acetonitrile (60 mL) was added triethylamine (4.0 mL, 28.8 mmol). The mixture was stirred at r.t. for 3 h. T.L.C. showed no bromoketone remaining and DBU (4.0 mL) was added. The mixture was stirred at r.t. for 1 h., then air was bubbled through the mixture for another hour. After dilution with water, the mixture was extracted with EtOAc. The EtOAc extract was washed with 1N aquous HCl, brine, dried over MgSO4, filtered and the solvent evaporated under vacuum. The residue was swished in Et2O to give the title compound (6.0 g) as a pale yellow powder.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05789413
Quelldatensatzuspto-grants-1998_08
ORD IDord-fce878e906e94d54a196e76b31ab632d
Quellennotizuspto-grants-1998_08