Reaktion #2186200
ord-9b60706dc5304f028f75a7ab89725982
Reaktionsgleichung
3-benzothiazol-2-yl-7-piperazin-1-yl-chromen-2-one
cesium carbonate
2-iodoethanol
→
desired product
Ausbeute 26.0%
3-Benzothiazol-2-yl-7-[4-(2-hydroxy-ethyl)-piperazin-1-yl]-chromen-2-one
Ausbeute 26.0%
Reagenzien
Keine
Lösungsmittel
Reaktionsbedingungen
Detaillierte Bedingungen
See reaction.notes.procedure_details.
Aufarbeitung
- 1ExtraktionThe reaction mixture is extracted with ethyl acetate
- 2Waschena saturated solution of sodium carbonate and washed with brine
- 3TrocknenThe combined organic phases are dried with sodium sulphate
- 4Sonstigeevaporated
- 5Sonstigechromatographed (silica gel, dichloromethane/methanol 95:5+1% conc. NH4OH)
Vorschrift
240 mg crude 3-benzothiazol-2-yl-7-piperazin-1-yl-chromen-2-one in 10 mL DMF are stirred for 72 h at room temperature in the presence of 858 mg (at least 4 eq.) cesium carbonate and 0.103 mL (at least 2 eq.) 2-iodoethanol. The reaction mixture is extracted with ethyl acetate and a saturated solution of sodium carbonate and washed with brine. The combined organic phases are dried with sodium sulphate and evaporated. The residue is column chromatographed (silica gel, dichloromethane/methanol 95:5+1% conc. NH4OH) to yield 70 mg (26%) desired product as an orange solid.