Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Acetic Acid | HCID 176 | — |
| Edukt | Water | HCID 962 | — |
| Edukt | alpha-Hydroxyacetophenone | HCID 68490 | — |
| Edukt | Potassium cyanate | HCID 11378442 | — |
| Lösungsmittel | Isopropanol | HCID 3776 | — |
| Produkt | 4-Oxazolin-2-one, 4-phenyl- | HCID 118669 | 40,9% |
Reaktionsschritte
To a solution of 2-hydroxyacetophenone (10.0 g, 73.4 mmol) and potassium cyanate (11.9 g, 147 mmol) in isopropanol (50 ml) was added dropwise acetic acid (10.1 ml, 176 mmol) at 50° C., and the mixture was stirred at 50° C. for 5 hours. The reaction mixture was poured to water and extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:2) to give 4.83 g (40.9%) of the desired product as a solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07851473B2 |
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| Quelldatensatz | uspto-grants-2010_12 |
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| ORD ID | ord-1b028d483e4743ef8cf5d6905c8b8dca |
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| Quellennotiz | uspto-grants-2010_12 |
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