Water → 2-((2-Chloro-4-nitrophenoxy)methyl)pyridine

HRID 403655

Reaktionsgleichung

Reaktionsgleichung von HRID 403655
[OH-].[K+].[N:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][OH:10].[Cl:11][C:12]1[CH:13]=[C:14]([N+:19]([O-:21])=[O:20])[CH:15]=[CH:16][C:17]=1F.O>C(#N)C>[Cl:11][C:12]1[CH:13]=[C:14]([N+:19]([O-:21])=[O:20])[CH:15]=[CH:16][C:17]=1[O:10][CH2:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][N:3]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 11474PiconolHCID 14797Potassium HydroxideHCID 676882-Chloro-1-fluoro-4-nitrobenzene

Produkt 1

HCID 174694332-((2-Chloro-4-nitrophenoxy)methyl)pyridineAusbeute 69,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel2×

Reaktionsbedingungen

Temperatur
35 °C

Versuchsvorschrift

A mixture of potassium hydroxide (20.6 g, 0.15 mol, 0.52 equiv) and 2-pyridylcarbinol (31.08 g, 0.285 mol, 1.00 equiv) in acetonitrile (750 ml) was stirred at 35° C. for 30 minutes. A solution of the 3-chloro-4-fluoronitrobenzene (50 g, 0.29 mol, 1.00 equiv) in acetonitrile (250 ml) was added and the mixture was stirred at 40° C. for 14 hours and then cooled to room temperature. Water (1000 ml) was added and the precipitated solids were filtered and washed with water and dried to give product 52.5 g. MS (ESI) m/z: 265 (M+1).

Aufarbeitung

  1. stirringthe mixture was stirred at 40° C. for 14 hours
  2. temperaturecooled to room temperature
  3. filtrationthe precipitated solids were filtered
  4. washwashed with water
  5. customdried

Quellen und Nachweise

ORD-Eintrag
ord-d3f649813b384047864f8537d31e75db
Quelldatensatz
uspto-grants-2014_06
Patentnummer
US08748453B2

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