Potassium Carbonate → Ethyl 4-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)benzoate
Reaktionsgleichung
F[C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][CH:3]=1.[O:13]1[C:17]2([CH2:22][CH2:21][NH:20][CH2:19][CH2:18]2)[O:16][CH2:15][CH2:14]1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C(=O)C>[O:13]1[C:17]2([CH2:22][CH2:21][N:20]([C:2]3[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][CH:3]=3)[CH2:19][CH2:18]2)[O:16][CH2:15][CH2:14]1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 100 °C
Versuchsvorschrift
Ethyl 4-fluorobenzoate (36.16 g, 215 mmol), 1,4-dioxa-8-azaspiro[4.5]decane (35.40 g, 247 mmol), and potassium carbonate (29.72 g, 215 mmol) were added to N,N-dimethylacetamide (500 mL) and heated to 100° C. for 16 hours. The solution was cooled, filtered, added to 2M HCl and extracted with 50% ethyl acetate (in hexanes). The organics were washed with water, brine, and dried on anhydrous sodium sulfate. The solution was concentrated and purified by flash column chromatography on silica gel with 20% ethyl acetate (in hexanes) increasing to 30% ethyl acetate (in hexanes).
Aufarbeitung
- temperatureThe solution was cooled
- filtrationfiltered
- additionadded to 2M HCl
- extractionextracted with 50% ethyl acetate (in hexanes)
- washThe organics were washed with water, brine
- dry with materialdried on anhydrous sodium sulfate
- concentrationThe solution was concentrated
- custompurified by flash column chromatography on silica gel with 20% ethyl acetate (in hexanes)
- temperatureincreasing to 30% ethyl acetate (in hexanes)
Quellen und Nachweise
- ORD-Eintrag
- ord-7ec3b6423c08468fa344524c02d3faba
- Quelldatensatz
- uspto-grants-2015_10
- Patentnummer
- US09156856B2
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