Reaktionsgleichung
[O:1]=[S:2]([Cl:4])Cl.[OH2:5].[F:6][C:7]1[CH2:8][C:9](=[N+]=[N-])[CH:10]=[C:11]([F:14])[C:12]=1[F:13]>>[F:6][C:7]1[CH:8]=[C:9]([S:2]([Cl:4])(=[O:1])=[O:5])[CH:10]=[C:11]([F:14])[C:12]=1[F:13]Komponenten
Reaktionsbedingungen
- Temperatur
- -10 °C
Versuchsvorschrift
The flask containing the SOCl2/H2O solution is cooled again to −10° C. and a catalytic amount of Cu(I)Cl (˜50 mg) was added. The solution turns dark green in color. The flask was fitted with a 500 mL addition funnel (previously chilled to 0° C.) and the 3,4,5-trifluorodiazobenzene solution was quickly transferred to the funnel. The solution was immediately added dropwise over a period of 3 min. After addition, the reaction mixture slowly turns darker green in color, but after stirring for 5 min becomes bright, lime green. The reaction was stirred for an additional hour while warming to room temperature. The reaction mixture was transferred to a separatory funnel and extracted with CH2Cl2 (3×200 mL). The organic phases are combined and dried over anhydrous Na2SO4, filtered, and concentrated to give a dark-bronze oil (79.5 g, 83%).
Aufarbeitung
- customThe flask was fitted with a 500 mL addition funnel (
- additionThe solution was immediately added dropwise over a period of 3 min
- additionAfter addition
- stirringThe reaction was stirred for an additional hour
- temperaturewhile warming to room temperature
- customThe reaction mixture was transferred to a separatory funnel
- extractionextracted with CH2Cl2 (3×200 mL)
- dry with materialdried over anhydrous Na2SO4
- filtrationfiltered
- concentrationconcentrated
Quellen und Nachweise
- ORD-Eintrag
- ord-e3a9a01706564daa8dca64e4cae27bc4
- Quelldatensatz
- uspto-grants-2009_12
- Patentnummer
- US07629341B2
Verknüpfte Notizen
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