4-Fluoro-3-nitrobenzotrifluoride → 1-(Tetrahydropyran-4-yl)amino-2-nitro-4-trifluoromethylbenzene

HRID 74150

Reaktionsgleichung

Reaktionsgleichung von HRID 74150
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[N+:12]([O-:14])=[O:13].[NH2:15][CH:16]1[CH2:21][CH2:20][O:19][CH2:18][CH2:17]1>N1C=CC=CC=1>[O:19]1[CH2:20][CH2:21][CH:16]([NH:15][C:2]2[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=2[N+:12]([O-:14])=[O:13])[CH2:17][CH2:18]1

Komponenten

4

Edukt 2

HCID 677784-Fluoro-3-nitrobenzotrifluorideHCID 4192234-Aminotetrahydropyran

Produkt 1

HCID 185098281-(Tetrahydropyran-4-yl)amino-2-nitro-4-trifluoromethylbenzeneAusbeute 90,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
98 °C

Versuchsvorschrift

A 3-neck flask (200 mL) was charged with 1-fluoro-2-nitro-4-trifluoromethylbenzene (1.59 g, 7.61 mmol), 4-aminotetrahydropyran (1.00 g, 9.89 mmol), and pyridine (16 mL), and this was stirred at 98° C. for 23 hours. The yellow oil produced was allowed to cool, distilled water (approx. 20 mL) was added with stirring, and the precipitated crystals were filtered off. These were washed with distilled water and dried with heating at reduced pressure to yield the title compound (2.00 g, 90.5% yield) as yellow crystals.

Aufarbeitung

  1. customThe yellow oil produced
  2. temperatureto cool
  3. distillationdistilled water (approx. 20 mL)
  4. additionwas added
  5. stirringwith stirring
  6. filtrationthe precipitated crystals were filtered off
  7. washThese were washed with distilled water
  8. customdried
  9. temperaturewith heating at reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-359360c049ef4f41afd2e711efcfdd3b
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08829035B2

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