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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 2619Erstellt: 23. Oktober 2026

Hexane → 2,2-Dimethyl-4(5-methyl-thien-2-yl)-6-bromo-chrom-3-ene

https://huagongshe.com/de/reaction/2619

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHexaneHCID 8058—
Edukt2-MethylthiopheneHCID 11126—
Edukt6-bromo-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-oneHCID 14755364—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2,2-Dimethyl-4(5-methyl-thien-2-yl)-6-bromo-chrom-3-eneHCID 86191508—

Reaktionsschritte

To a cold (-78° C.) solution of 2-methylthiophene (820 mg, 8.3 mmol) in THF (16 mL) was added n-BuLi in hexane (1.6M, 4.4 mL, 8.5 mmol). The mixture was warmed to ambient temperature and stirred for 15 minutes. This solution was added to a flask containing cold (-78° C.) solution of 2,2-dimethyl-6-bromo-chroman-4-one (1.08 g, 4.2 mmol) in THF (4 mL). The mixture was stirred and allowed to gradually warm to ambient temperature over 8 hours, and then stirred for an additional 4 hours at ambient temperature. The mixture was diluted with ethyl acetate (200 mL), washed with 10% HCl, brine (20 mL), dried and the solvent was removed by evaporation. The product was purified by chromatography on a silica gel column to afford the title compound as a colorless off.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05728846
Quelldatensatzuspto-grants-1998_03
ORD IDord-83e15b83e75e4245842999ea5170336e
Quellennotizuspto-grants-1998_03