HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 24573Erstellt: 23. Oktober 2026
Toluene → Ethyl-6-[5,6,7,8-tetrahydro-5,5-dimethyl-naphth-7-yl]naphth-2-oate
https://huagongshe.com/de/reaction/24573
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Toluene | HCID 1140 | — |
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Ethyl 6-bromonaphthalene-2-carboxylate | HCID 1249959 | — |
| Edukt | (5,6,7,8-Tetrahydro-5,5-dimethylnaphth-2-yl)boronic acid | HCID 22571498 | — |
| Lösungsmittel | Methanol | HCID 887 | — |
| Lösungsmittel | Hexane | HCID 8058 | — |
| Lösungsmittel | Sodium Carbonate | HCID 10340 | — |
| Produkt | Ethyl-6-[5,6,7,8-tetrahydro-5,5-dimethyl-naphth-7-yl]naphth-2-oate | HCID 22571563 | — |
Reaktionsschritte
To a degassed solution of 0.39 g (1.4 mmol) of ethyl 6-bromo-naphthalene-2-carboxylate and 3.0 mL of toluene, was added sequentially 49 mg (0.04 mmol) of tetrakis-triphenylphospline palladium(0), 2.0 mL (2.0 mmol) of 1M sodium carbonate and then a solution of 0.32 g (1.6 mmol) of (5,6,7,8-tetrahydro-5,5-dimethylnaphth-2-yl)boronic acid (Compound B13) in 3.0 mL of MeOH. The reaction was heated at 80° C. for 6 h, diluted with 2N Na2CO3, and extracted with CH2C2 (2×), the organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo to give an oil. Flash chromatography (silica, 5% ethyl acetate in hexane) of the crude material gave the title compound as a white solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06855832B2 |
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| Quelldatensatz | uspto-grants-2005_02 |
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| ORD ID | ord-93659ef7e7ed4097aaf82428591cb23b |
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| Quellennotiz | uspto-grants-2005_02 |
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