Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Boron trifluoride etherate | HCID 8000 | — |
| Edukt | Trifluoroacetic anhydride | HCID 9845 | — |
| Edukt | 2-(Phenoxymethyl)benzoic acid | HCID 69761 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | Dibenz[b,e]oxepin-11(6H)-one | HCID 78259 | 98% |
Reaktionsschritte
The 2-(phenoxymethyl)benzoic acid (22.18 g, 97 mmol) was dissolved in DCM (200 mL) and trifluoroacetic anhydride (20.59 mL, 146 mmol) was added, followed by a catalytic amount of borontrifluoride etherate (2.22 mL, 17.5 mmol). The reaction mixture was heated at 40° C. for 2 hours. The solution was then washed with water, sodium bicarbonate (saturated solution) and water. The organic phases was dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified on silica gel (10-20% ethyl acetate in hexanes) to afford title compound 482 (19.937 g, 98%) as a light pink solid. MS (m/z): 211.1 (M+H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09193749B2 |
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| Quelldatensatz | uspto-grants-2015_11 |
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| ORD ID | ord-66b607ca772f4e40bce4652b7021ae2c |
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| Quellennotiz | uspto-grants-2015_11 |
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