Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Iodide | HCID 4875 | — |
| Edukt | Chloroacetone | HCID 6571 | — |
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 18-Crown-6 | HCID 28557 | — |
| Edukt | Methyl 2-(2-nitrophenyl)acetate | HCID 520464 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | HCID 10610741 | HCID 10610741 | 51% |
Reaktionsschritte
A three-neck round bottom flask with magnetic stirrer was charged with crude (2-nitro-phenyl)-acetic acid methyl ester (7.23 g, 37.0 mmol), potassium carbonate (46.1 g, 33.3 mmol), 18-crown-6 (0.650 g), and potassium iodide (0.650 g) under an argon atmosphere. To the flask was added acetonitrile (80 mL) and the mixture heated at 70° C. for one hour. To the reaction was added chloroacetone (3.50 mL, 44.0 mmol) and the reaction stirred at 70° C. under argon for 18-20 hours. The reaction was cooled to room temperature and filtered through a pad of celite. The resulting filtrate was concentrated in vacuo to afford 9.64 g of crude material. Purification via flash chromatography (0-40% ethyl acetate/hexanes eluent) yielded 4.74 g of 2-(2-nitro-phenyl)4-oxo-pentanoic acid methyl ester (51%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07951950B2 |
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| Quelldatensatz | uspto-grants-2011_05 |
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| ORD ID | ord-272c67885f4341759f6c4c0c5ff34356 |
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| Quellennotiz | uspto-grants-2011_05 |
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