HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Toluene → (E)-2-cyano-3-(2,2-difluoro-1,3-benzodioxol-4-yl)-2-propenoic acid ethyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Toluene | HCID 1140 | — |
| Edukt | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| Edukt | 2,2-Difluoro-1,3-benzodioxole | HCID 74103 | — |
| Edukt | Methyl 2-cyano-3-ethoxy-2-propenoate | HCID 101455 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Produkt | (E)-2-cyano-3-(2,2-difluoro-1,3-benzodioxol-4-yl)-2-propenoic acid ethyl ester | HCID 67735358 | — |
Reaktionsschritte
53.3 g (337 mmol) of 2,2-difluoro-1,3-benzodioxole in 46 ml of toluene are metallated according to Example 2d), at from -15° to -10° C., with 137.8 g (409 mmol) of n-butyllithium solution (19.0% in toluene) in the presence of 39.3 g (339 mmol) of TMEDA. 69.1 g (409 mmol) of ethoxymethylenecyanoacetic acid methyl ester in 150 ml of toluene are metered in at from -15° to -10° C. over a period of 21/2 hours. The reaction mixture is added at +10° C. to 450 ml of water, the phases are separated and the organic phase is concentrated by evaporation in a vacuum rotary evaporator to yield the title compound.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05493032 |
| Quelldatensatz | uspto-grants-1996_02 |
| ORD ID | ord-963c9f22a6e441eba75f81d73aaa5b64 |
| Quellennotiz | uspto-grants-1996_02 |