Hydrochloric Acid → 5-Methoxy-2-(pyridin-2-yl)aniline

HRID 477044Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 477044
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=2)=[C:5]([N+:15]([O-])=O)[CH:4]=1.Cl.[OH-].[Na+]>C(O)C>[NH2:15][C:5]1[CH:4]=[C:3]([O:2][CH3:1])[CH:8]=[CH:7][C:6]=1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][N:10]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 13924632HCID 13924632, Verbindung

Produkt 1

HCID 139246355-Methoxy-2-(pyridin-2-yl)anilineAusbeute 68,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

1.63 g of 2-(4-methoxy-2-nitrophenyl)pyridine was dissolved in 14 ml of ethanol, and 8 g of stannous chloride dihydrate and 5.7 ml of concentrated hydrochloric acid were added. The mixture was stirred at a bath temperature of 100° C. for 3 hours. After cooling, the reaction mixture was made alkaline with a 50% aqueous solution of sodium hydroxide and extracted with benzene. The solvent was evaporated. The resulting dark brown oil was subjected to silica gel column chromatography and the column was eluted with chloroform. As a yellow oil, 967 mg (yield 68.2%) of 2-(2-amino-4-methoxyphenyl)pyridine was obtained.

Aufarbeitung

  1. temperatureAfter cooling
  2. extractionextracted with benzene
  3. customThe solvent was evaporated
  4. washthe column was eluted with chloroform

Quellen und Nachweise

ORD-Eintrag
ord-462921381ab24d8c83b51decc967a231
Quelldatensatz
uspto-grants-1989_12
Patentnummer
US04886822

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