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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 858761Erstellt: 25. Oktober 2026

Sodium Iodide → 3-Benzyl-6-[2-(3-chloro-4-methoxy-phenyl)ethyl]-6-cyclopentyl-tetrahydropyran-2,4-dione

https://huagongshe.com/reaction/858761

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium IodideHCID 5238—
EduktBenzyl BromideHCID 7498—
Edukt1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Edukt6-(3-chloro-4-methoxyphenethyl)-6-cyclopentyl-dihydro-3H-pyran-2,4-dioneHCID 16076109—
LösungsmittelBenzeneHCID 241—
Produkt3-Benzyl-6-[2-(3-chloro-4-methoxy-phenyl)ethyl]-6-cyclopentyl-tetrahydropyran-2,4-dioneHCID 1672885014,6%

Reaktionsschritte

DBU (28.6 ul, 0.191 mmol) was added to a solution of 6-[2-(3-chloro-4-methoxyphenyl)ethyl]-6-cyclopentyldihydro-2H-pyran-2,4(3H)-dione (60.6 mg, 0.172 mmol) in benzene (2.0 ml), under an atmosphere of argon. Benzyl bromide (20.5 ul, 0.172 mmol) was then added. The reaction mixture was stirred at room temperature for 20 minutes, followed by the addition of 5 crystals of sodium iodide. The reaction mixture was stirred for a further 24 hrs, after which time the mixture was filtered through a plug of Celite. The filtrate was concentrated in vacuo and the residue purified by prep HPLC to afford the title compound as a white solid (11.1 mg).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07148226B2
Quelldatensatzuspto-grants-2006_12
ORD IDord-56c0f0ad29c24aa5998595fde2fa2480
Quellennotizuspto-grants-2006_12