Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Sodium Cyanide | HCID 8929 | — |
| Edukt | 2-Bromo-1-(3,4-difluorophenyl)ethan-1-one | HCID 2737032 | — |
| Edukt | 3-Oxo-3-(4-(propan-2-yl)phenyl)propanenitrile | HCID 4352886 | — |
| Edukt | 3-(2,5-Difluorophenyl)-3-oxopropanenitrile | HCID 12540175 | — |
| Edukt | 3-(2,4-Dichlorophenyl)-3-oxopropanenitrile | HCID 13630728 | — |
| Edukt | m-Isobutylbenzoylacetonitrile | HCID 20387494 | — |
| Edukt | 3-(3,4-Dimethylphenyl)-3-oxopropanenitrile | HCID 20387502 | — |
| Edukt | 3-(3-Ethoxyphenyl)-3-oxopropanenitrile | HCID 20387504 | — |
| Edukt | 3,4-Diethoxybenzoylacetonitrile | HCID 20387507 | — |
| Edukt | 3-(2-Ethyl-phenyl)-3-oxo-propionitrile | HCID 20387509 | — |
| Edukt | 4-(1-Methylethoxy)-beta-oxobenzenepropanenitrile | HCID 20387514 | — |
| Lösungsmittel | Ethanol | HCID 702 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | 3,4-Difluorobenzoylacetonitrile | HCID 2758254 | — |
Reaktionsschritte
A solution of 13.2 g. (0.056 mole) of 3,4-difluorophenacyl bromide was dissolved in 100 ml. of ethanol and cooled to 5° C. in ice. A solution of 7.6 g. (0.16 mole) of sodium cyanide in 40 ml. of water was added dropwise over 0.5 hr. and the reaction is stirred for an additional one hour. At that time, the mixture was diluted with 100 ml. of water and filtered through Celite®. Acidification of the filtrate gave a cloudy mixture which was extracted with methylene chloride. The organic phase was dried, filtered through Magnesol® and evaporated. Recrystallization of the residue from carbon tetrachloride provides 5.3 g. (52%) of colorless solid, m.p. 74°-75° C. Similarly prepared were 2,4-dichlorobenzoylacetonitrile, o-ethylbenzoylacetonitrile, p-isopropylbenzoylacetonitrile, m-isobutylbenzoylacetonitrile, 3,4-dimethylbenzoylacetonitrile, m-ethoxybenzoylacetonitrile, p-isopropoxybenzoylacetonitrile, 3,4-diethoxybenzoylacetonitrile, and 2,5-difluorobenzoylacetonitrile.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US04173650 |
|---|
| Quelldatensatz | uspto-grants-1979_11 |
|---|
| ORD ID | ord-46c5ea2bab6c41c3b7fdd1b63e77ae47 |
|---|
| Quellennotiz | uspto-grants-1979_11 |
|---|
