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Ethanol → 5-Bromo-2-(tetrahydropyran-4-yl)nitrobenzene

HRID 74182
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 74182
[Br:1][C:2]1[CH:3]=[CH:4][C:5](F)=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=1.C(N(CC)CC)C.N[CH:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1.C(O)C>O>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH:20]2[CH2:25][CH2:24][O:23][CH2:22][CH2:21]2)=[C:6]([N+:8]([O-:10])=[O:9])[CH:7]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 702EthanolHCID 8471TriethylamineHCID 4192234-AminotetrahydropyranHCID 27363284-Bromo-1-fluoro-2-nitrobenzene

Produkt 1

HCID 674988265-Bromo-2-(tetrahydropyran-4-yl)nitrobenzeneAusbeute 91,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962
Water
Lösungsmittel

Versuchsvorschrift

An eggplant flask was charged with 5-bromo-2-fluoronitrobenzene (3.0 g, 13.6 mmol), triethylamine (1.66 g, 16.3 mmol), 4-aminotetrahydropyran (1.52 g, 15.0 mmol), and ethanol (60 mL), and this was heated to reflux with stirring for 2 hours. After concentration of the reaction mixture under reduced pressure, water (60 mL) was added and this was stirred as is at room temperature for 30 minutes. The precipitated crystals were filtered off and washed with water. The crystals obtained were dried at reduced pressure with heating to yield the title compound (3.55 g, 86% yield) as a reddish-orange solid.

Aufarbeitung

  1. temperaturethis was heated
  2. temperatureto reflux
  3. stirringthis was stirred
  4. waitas is at room temperature for 30 minutes
  5. filtrationThe precipitated crystals were filtered off
  6. washwashed with water
  7. customThe crystals obtained
  8. customwere dried at reduced pressure
  9. temperaturewith heating

Quellen und Nachweise

ORD-Eintrag
ord-3a8229f9c17741f3846e907f5ce44fc5
Quelldatensatz
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08829035B2

Notizen zur Reaktion

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