Water → 4-Chloro-2-(3-chloromethyl-2-methysulfanyl-phenoxy)-benzonitrile
Reaktionsgleichung
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17]N(C)C)[C:12]=2[S:21][CH3:22])[CH:3]=1.C1(C)C=CC=CC=1.[Cl:30]C(OCC)=O.O>C(OCC)C>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[C:4]([O:10][C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([CH2:17][Cl:30])[C:12]=2[S:21][CH3:22])[CH:3]=1Komponenten
6
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
Under a nitrogen atmosphere, 4-chloro-2-(3-dimethylaminomethyl-2-methysulfanyl-phenoxy)-benzonitrile (1.02 g, 3.06 mmol) was dissolved in anhydrous-toluene (10 mL). The solution was cooled to 0° C. and ethyl chloroformate (900 μL, 9.2 mmol) was slowly added. The reaction mixture was stirred for 17 h, allowing it to reach room temperature. Water (5 mL) and diethyl ether (5 mL) were added and the organic layer was separated and dried with MgSO4. After filtration, the solution was absorbed onto silica gel (1.5 g) and the solvent was removed in vacuo. This material was chromatographed on an ISCO CombiFlash Chromatography System to yield 4-chloro-2-(3-chloromethyl-2-methysulfanyl-phenoxy)-benzonitrile as a clear oil (800 mg, 81%).
Aufarbeitung
- customto reach room temperature
- customthe organic layer was separated
- dry with materialdried with MgSO4
- filtrationAfter filtration
- customthe solution was absorbed onto silica gel (1.5 g)
- customthe solvent was removed in vacuo
- customThis material was chromatographed on an ISCO CombiFlash Chromatography System
Quellen und Nachweise
- ORD-Eintrag
- ord-3c3f81cd38d54960bb8e4b247aa2546b
- Quelldatensatz
- uspto-grants-2006_10
- Patentnummer
- US07119122B2
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