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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 532539Erstellt: 24. Oktober 2026

Hydrochloric Acid → 5-(2,4-Dimethoxy-benzoyl)-5,6-dihydro-cyclopenta[b]thiophen-4-one

https://huagongshe.com/de/reaction/532539

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktSodium hydrideHCID 24758—
Edukt4H,5H,6H-cyclopenta[b]thiophen-4-oneHCID 1958632—
EduktPhenyl 2,4-dimethoxybenzoateHCID 4624250—
LösungsmittelWaterHCID 962—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
Produkt5-(2,4-Dimethoxy-benzoyl)-5,6-dihydro-cyclopenta[b]thiophen-4-oneHCID 8669919747%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

5,6-Dihydro-cyclopenta[b]thiophen-4-one (3.34 g, 24.2 mmol) in 40 mL of THF was treated with NaH (60 percent, 1.45 g, 12.4 mmol). After the addition of 2,4-Dimethoxy-benzoic acid phenyl ester, the reaction mixture was heated at 100° C. for 8 hr. The solution was cooled to room temperature and poured into water. The resulting mixture was acidified with concentrated HCl and was added with ethyl acetate (80 mL). The organic layer was collected, brined, dried over MgSO4(s), and concentrated under reduced pressure. The resultant precipitate was collected and recrystallized from ethanol to provide the corresponding 5-(2,4-Dimethoxy-benzoyl)-5,6-dihydro-cyclopenta[b]thiophen-4-one (2.0 g, 6.6 mmol) as brown solid in 47% yield.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08853207B2
Quelldatensatzuspto-grants-2014_10
ORD IDord-9a1f5299b7134b8f9fcbd52366a0f217
Quellennotizuspto-grants-2014_10