Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Cyclopropylamine | HCID 69828 | — |
| Edukt | Ethyl 3-difluoromethoxy-2,4,5-trifluorobenzoylacetate | HCID 15023784 | — |
| Edukt | Ethylorthoformate | HCID 53630039 | — |
| Lösungsmittel | Acetic Anhydride | HCID 7918 | — |
| Produkt | HCID 178471879 | HCID 178471879 | — |
Reaktionsschritte
20 ml of acetic anhydride and 6 ml of ethyl orthoformate were added to the whole of the ethyl 3-difluoromethoxy-2,4,5-trifluorobenzoylacetate [(XV), R1 =--OCHF2, R3' =H, R17 =C2H5, X=X'=F] prepared as described in step (b) above, and, after the mixture had been heated under reflux for 2 hours, the excess acetic anhydride and ethyl orthoformate were removed by evaporation under reduced pressure. The residue was dissolved in 200 ml of methylene chloride, and 1.25 g (0.022 moles) of cyclopropylamine was added dropwise, whilst stirring and ice-cooling; the stirring was continued, whilst ice-cooling, for an additional 1 hour. At the end of this time, the reaction mixture was concentrated by evaporation under reduced pressure, and the residue was subjected to silica gel column chromatography, using a 9:1 by volume mixture of toluene and ethyl acetate as the eluent, to give 3.29 g of ethyl 3-cyclopropylamino-2-(3-difluoromethoxy-2,4,5-trifluorobenzoyl)acrylate as an amber colored liquid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05348961 |
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| Quelldatensatz | uspto-grants-1994_09 |
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| ORD ID | ord-d9403188797f4929adcbd8d9b9e661db |
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| Quellennotiz | uspto-grants-1994_09 |
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