HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 84617Erstellt: 25. Oktober 2026
Boron trifluoride etherate → 2,3,4,5-Tetrahydro-1-benzoxepin-4-one
https://huagongshe.com/reaction/84617
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Boron trifluoride etherate | HCID 8000 | — |
| Edukt | Chromanone | HCID 68110 | — |
| Edukt | Trimethylsilyldiazomethane | HCID 167693 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Lösungsmittel | Sodium Bicarbonate | HCID 516892 | — |
| Produkt | 2,3,4,5-Tetrahydro-1-benzoxepin-4-one | HCID 12580031 | — |
Reaktionsschritte
To a solution of 4-chromanone (9.54 g, 64.3 mmol) in diethyl ether at 0° C. was slowly added boron trifluoride diethyl etherate (16.3 ml, 128.6 mmol), followed by the dropwise addition of 2M TMSCHN2 in diethyl ether. The mixture was allowed to stir for 1 hour at 0° C. before diluting with sat. sodium bicarbonate solution and diethyl ether. The organic phase was dried, concentrated, and purified on silica to give 2,3-dihydro-5H-benzo[b]oxepin-4-one.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08846762B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-a84fee2c41ce4e6b9f045d6d307b4e1b |
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| Quellennotiz | uspto-grants-2014_09 |
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