Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Iodoethane | HCID 6340 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 3,4-Dihydro-2H-1,4-benzoxazine | HCID 585096 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 4-ethyl-3,4-dihydro-2H-benzo[1,4]oxazine | HCID 12948877 | 55,9% |
Reaktionsschritte
To a stirred solution of 3,4-dihydro-2H-benzo[1,4]oxazine (4.0 g, 29.6 mmol) in DMF (20 mL) was added potassium carbonate (10.22 g, 74.0 mmol). After stirring for five min. Iodo-ethane (3.5 mL, 44.4 mmol) was added and heated to 60° C. for overnight. Reaction mixture was cooled to room temperature, quenched by the addition of water (20 mL), extracted with ethyl acetate (3×25 mL). The organic layer was washed with water (30 mL), brine (30 mL), dried over sodium sulfate, concentrated and purified by silica gel column chromatography to furnish 4-ethyl-3,4-dihydro-2H-benzo[1,4]oxazine (2.7 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08828951B2 |
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| Quelldatensatz | uspto-grants-2014_09 |
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| ORD ID | ord-31990a3fa44649228cf04625787c173f |
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| Quellennotiz | uspto-grants-2014_09 |
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