N-methyl-2-pyrrolidone → 2-Fluoro-5-methoxybenzonitrile

HRID 844008

Reaktionsgleichung

Reaktionsgleichung von HRID 844008
Cl[C:2]1[CH:7]=[C:6]([O:8][CH3:9])[CH:5]=[CH:4][C:3]=1[F:10].[C:11]([Cu])#[N:12].CN1CCCC1=O>C(Cl)Cl>[F:10][C:3]1[CH:4]=[CH:5][C:6]([O:8][CH3:9])=[CH:7][C:2]=1[C:11]#[N:12]

Komponenten

5

Edukt 3

HCID 13387N-methyl-2-pyrrolidoneHCID 27735853-Chloro-4-fluoroanisoleHCID 178418546HCID 178418546, Verbindung2×

Produkt 1

HCID 27745462-Fluoro-5-methoxybenzonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of 2-Chloro-1-fluoro-4-methoxy-benzene (10.4 grams, 65.0 mmole), CuCN (6.4 grams, 71.0 mmole) and N-methylpyrrolidinone (100 ml) was refluxed for 18 hours. An additional 2.3 g CuCN was added, and the mixture was refluxed for 40 hours. The mixture was poured into 300 ml ice water and stirred for 10 minutes. This was poured into 100 ml methylene chloride and the layers were separated. The mixture was washed with water, dried over MgSO4, filtered, and concentrated to a solid (2.8 g). MW 137.12; MS (m/e) 137(M+).

Aufarbeitung

  1. temperaturethe mixture was refluxed for 40 hours
  2. customthe layers were separated
  3. washThe mixture was washed with water
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated to a solid (2.8 g)

Quellen und Nachweise

ORD-Eintrag
ord-3975cb63a80e47fcaea38a24e043d76d
Quelldatensatz
uspto-grants-2002_04
Patentnummer
US06380218B1

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