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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hexane | HCID 8058 | — |
| Edukt | 2-Methylthiophene | HCID 11126 | — |
| Edukt | 6-bromo-2,2-dimethyl-3,4-dihydro-2H-1-benzopyran-4-one | HCID 14755364 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Ethyl Acetate | HCID 8857 | — |
| Produkt | 2,2-Dimethyl-4(5-methyl-thien-2-yl)-6-bromo-chrom-3-ene | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05728846 |
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| Quelldatensatz | uspto-grants-1998_03 |
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| ORD ID | ord-83e15b83e75e4245842999ea5170336e |
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| Quellennotiz | uspto-grants-1998_03 |
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