HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 750165Erstellt: 24. Oktober 2026
Toluene → 2-benzyl-6-butyl-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid Methyl Ester
https://huagongshe.com/de/reaction/750165
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Toluene | HCID 1140 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | Butylboronic Acid | HCID 20479 | — |
| Edukt | 2-benzyl-6-bromo-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid Methyl Ester | HCID 44451690 | — |
| Katalysator | HCID 178418397 | HCID 178418397 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 2-benzyl-6-butyl-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic Acid Methyl Ester | HCID 44451850 | 73,7% |
Reaktionsschritte
A mixture of 2-benzyl-6-bromo-1-oxo-4-phenyl-1,2-dihydroisoquinoline-3-carboxylic acid methyl ester (300 mg), n-butylboronic acid (340 mg), tetrakis(triphenylphosphine)palladium(0) (80 mg), potassium carbonate (280 mg), toluene (6 ml) and THF (3 ml) was stirred at 100° C. under a nitrogen atmosphere for 12 hrs. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with water and saturated brine. The solvent was dried over anhydrous sodium sulfate and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane-hexane:ethyl acetate=2:1) and crystallized from hexane to give the title compound (210 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07402595B2 |
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| Quelldatensatz | uspto-grants-2008_07 |
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| ORD ID | ord-aabba87175394c2c8a5369dc6e20589b |
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| Quellennotiz | uspto-grants-2008_07 |
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