Water → 5-[4-(Sec-butyloxy)-phenoxymethyl]-3-cyclopropyl-1,2,4-oxadiazole
Reaktionsgleichung
[CH:1]([O:5][C:6]1[CH:11]=[CH:10][C:9]([OH:12])=[CH:8][CH:7]=1)([CH2:3][CH3:4])[CH3:2].C(=O)([O-])[O-].[K+].[K+].Cl[CH2:20][C:21]1[O:25][N:24]=[C:23]([CH:26]2[CH2:28][CH2:27]2)[N:22]=1.O>CN(C)C=O>[CH:1]([O:5][C:6]1[CH:7]=[CH:8][C:9]([O:12][CH2:20][C:21]2[O:25][N:24]=[C:23]([CH:26]3[CH2:28][CH2:27]3)[N:22]=2)=[CH:10][CH:11]=1)([CH2:3][CH3:4])[CH3:2]Komponenten
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 20 °C
Versuchsvorschrift
5 g of 4-(sec-butyloxy)-phenol and 6.2 g of potassium carbonate are stirred in 50 ml of anhydrous dimethylformamide for 1 hour at 80° C. Subsequently, 4.8 g of 5-chloromethyl-3-cyclopropyl-1,2,4-oxadiazole in 20 ml anhydrous dimethylformamide is dripped in and the mixture stirred for 8 hours at 80° C. and overnight at room temperature (about 20° C.). The mixture is then poured into 100 ml of water and extracted three times with ethyl acetate, and the organic phases are dried over magnesium sulfate. The solvent is evaporated off and the crude product is purified by chromatography on silica gel using n-hexane/ethyl acetate (4:1) as eluant. There is obtained 6.7 g of 5-[4-(sec-butyloxy)-phenoxymethyl]-3-cyclopropyl-1,2,4-oxadiazole as a colorless oil.
Aufarbeitung
- extractionextracted three times with ethyl acetate
- dry with materialthe organic phases are dried over magnesium sulfate
- customThe solvent is evaporated off
- customthe crude product is purified by chromatography on silica gel
Quellen und Nachweise
- ORD-Eintrag
- ord-6c4554b518194180b5147f434444aeaa
- Quelldatensatz
- uspto-grants-1993_05
- Patentnummer
- US05212194
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