(Diethylamino)sulfur trifluoride → 1-(3-Fluoropropyl)-4-nitro-2-(trifluoromethyl)benzene
Reaktionsgleichung
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][CH2:12]O)=[C:6]([C:14]([F:17])([F:16])[F:15])[CH:5]=1)([O-:3])=[O:2].CCN(S(F)(F)[F:24])CC>C(Cl)Cl>[F:24][CH2:12][CH2:11][CH2:10][C:7]1[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[CH:5][C:6]=1[C:14]([F:17])([F:16])[F:15]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
3-(4-Nitro-2-(trifluoromethyl)phenyl)propan-1-ol (450 mg, 1.8 mmol) was dissolved in DCM (10 mL), and DAST (0.4 mL, 3.03 mmol) was added thereto under ice-cooling. The mixture was stirred at 0° C. for 1 hour. The reaction solution was quenched with a saturated sodium bicarbonate solution. The organic layer was washed with saturated brine and concentrated under reduced pressure. The residue was purified by silica-gel column chromatography (n-hexane:ethyl acetate=9:1) to give 1-(3-fluoropropyl)-4-nitro-2-(trifluoromethyl)benzene (300 mg, 66%) as a light-yellow oil.
Aufarbeitung
- temperatureunder ice-cooling
- customThe reaction solution was quenched with a saturated sodium bicarbonate solution
- washThe organic layer was washed with saturated brine
- concentrationconcentrated under reduced pressure
- customThe residue was purified by silica-gel column chromatography (n-hexane:ethyl acetate=9:1)
Quellen und Nachweise
- ORD-Eintrag
- ord-86eaeb4d730c47d4b125d40dd6f517f3
- Quelldatensatz
- uspto-grants-2012_10
- Patentnummer
- US08299252B2
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