Boron trifluoride → HCID 20061618, Verbindung
Reaktionsgleichung
B(F)(F)F.[O:5]=[C:6]1[N:10]([CH2:11][CH:12]=[CH2:13])[C:9]([C:14]([F:17])([F:16])[F:15])=[C:8]([C:18](OCC)=[O:19])[S:7]1.[H-].C([Al+]CC(C)C)C(C)C.[Na].[K]>C1(C)C=CC=CC=1>[OH:19][CH2:18][C:8]1[S:7][C:6](=[O:5])[N:10]([CH2:11][CH:12]=[CH2:13])[C:9]=1[C:14]([F:16])([F:17])[F:15]Komponenten
7
Edukt 5
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- -65 °C
Versuchsvorschrift
4.3 ml of boron trifluoride ethereate were introduced at -65° C. into a solution of 8.65 g of the product of Step A in 100 ml of toluene and the mixture was stirred at -65° C. Then, 155 ml of 0.5M solution of diisobutylaluminium hydride in toluene were introduced and the mixture was poured into an iced molar solution of sodium and potassium double tartrate followed by stirring for 2 hours. After decanting and extraction with ethyl acetate, the extracts were washed with water and with a saturated solution of sodium chloride, dried, filtered and concentrated. The residue was chromatographed on silica and elution with a hexane-ethyl acetate mixture (7-3) yielded 4 g of the expected product with a Rf=0.25.
Aufarbeitung
- stirringby stirring for 2 hours
- customAfter decanting
- extractionextraction with ethyl acetate
- washthe extracts were washed with water and with a saturated solution of sodium chloride
- customdried
- filtrationfiltered
- concentrationconcentrated
- customThe residue was chromatographed on silica and elution with a hexane-ethyl acetate mixture (7-3)
Quellen und Nachweise
- ORD-Eintrag
- ord-c0afe71bec8e4feebdce4955868ca675
- Quelldatensatz
- uspto-grants-1991_04
- Patentnummer
- US05008281
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