Sodium Hydroxide → 2-Amino-4(3-trifluoromethyl-pyridin-2-yl)-benzo-nitrile

HRID 968576Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 968576
[N+:1]([C:4]1[CH:11]=[C:10]([C:12]2[C:17]([C:18]([F:21])([F:20])[F:19])=[CH:16][CH:15]=[CH:14][N:13]=2)[CH:9]=[CH:8][C:5]=1[C:6]#[N:7])([O-])=O.Cl[Sn]Cl.[OH-].[Na+]>Cl>[NH2:1][C:4]1[CH:11]=[C:10]([C:12]2[C:17]([C:18]([F:21])([F:19])[F:20])=[CH:16][CH:15]=[CH:14][N:13]=2)[CH:9]=[CH:8][C:5]=1[C:6]#[N:7]

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 24479Stannous ChlorideHCID 220300632-Nitro-4-(3-trifluoromethyl-pyridin-2-yl)-benzonitrile

Produkt 1

HCID 220304962-Amino-4(3-trifluoromethyl-pyridin-2-yl)-benzo-nitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 313Hydrochloric AcidLösungsmittel

Versuchsvorschrift

To an ice-water cooled solution of 2-nitro-4-(3-trifluoromethyl-pyridin-2-yl)-benzonitrile (0.44 mmol) in conc. HCl (6 mL) add SnCl2 (1.457 mmol). Stir the mixture 2 h at room temperature. neutralize with NaOH, extract with EtOAc, dry over Na2SO4, and concentrate under vacuum. Purify the residue by flash chromatography (4:1 hexanes/EtOAc) to give 2-amino-4-(3-trifluoromethyl-pyridin-2-yl)-benzo-nitrile.

Aufarbeitung

  1. extractionextract with EtOAc
  2. dry with materialdry over Na2SO4
  3. concentrationconcentrate under vacuum
  4. customPurify the residue by flash chromatography (4:1 hexanes/EtOAc)

Quellen und Nachweise

ORD-Eintrag
ord-32b131b615f74886a99b4fcd4c5ae2be
Quelldatensatz
uspto-grants-2007_12
Patentnummer
US07304059B2

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