Dimethylformamide → 1-cyclopropyl-1H-pyrrole-2-carbaldehyde
Reaktionsgleichung
O=P(Cl)(Cl)Cl.CN([CH:9]=[O:10])C.[CH:11]1([N:14]2[CH:18]=[CH:17][CH:16]=[CH:15]2)[CH2:13][CH2:12]1.[OH-].[Na+]>>[CH:11]1([N:14]2[CH:18]=[CH:17][CH:16]=[C:15]2[CH:9]=[O:10])[CH2:13][CH2:12]1Komponenten
5
Versuchsvorschrift
In a 500-ml egg plant-type flask, POCl3 (44.46 mL, 0.48 mol) was dropwise added to a DMF (37 mL, 0.48 mol) solution of 1-cyclopropyl-1H-pyrrole (46.46 g, 0.43 mol) with cooling with ice, and then stirred overnight at room temperature. The reaction mixture was poured into 5 N sodium hydroxide solution (336 mL) with cooling with ice, and the reaction solution was made basic with 5 N sodium hydroxide solution added thereto. The mixture solution was extracted with dichloromethane, dried with sodium sulfate, filtered, concentrated, and purified through silica gel column chromatography (Biotage [SiO2, 75+M]) with a hexane/ethyl acetate developer system to obtain the title compound as a colorless oil.
Aufarbeitung
- temperaturewith cooling with ice
- temperaturewith cooling with ice
- additionadded
- extractionThe mixture solution was extracted with dichloromethane
- dry with materialdried with sodium sulfate
- filtrationfiltered
- concentrationconcentrated
- custompurified through silica gel column chromatography (Biotage [SiO2, 75+M]) with a hexane/ethyl acetate developer system
Quellen und Nachweise
- ORD-Eintrag
- ord-07f3e329ea034596b2db6745ceecca08
- Quelldatensatz
- uspto-grants-2012_03
- Patentnummer
- US08138197B2
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