Methanol → HCID 67453617, Verbindung

HRID 1474085Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1474085
[Na].F[C:3]1[N:8]=[C:7]([C:9]2([C:13]#[N:14])[CH2:12][CH2:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=1.[CH3:15][OH:16]>>[CH3:15][O:16][C:3]1[N:8]=[C:7]([C:9]2([C:13]#[N:14])[CH2:12][CH2:11][CH2:10]2)[CH:6]=[CH:5][CH:4]=1

Komponenten

4

Edukt 3

HCID 887MethanolHCID 5360545SodiumHCID 67452252HCID 67452252, Verbindung

Produkt 1

HCID 67453617HCID 67453617, VerbindungAusbeute 97 %

Reaktionsbedingungen

Temperatur
75 °C

Versuchsvorschrift

To anhydrous methanol (6.0 mL) at 0° C. under nitrogen was added sodium metal (˜1 g) and the mixture stirred for 30 minutes. To the reaction mixture was added 1-(6-fluoropyridin-2-yl)cyclobutanecarbonitrile (1.6 g, 9.1 mmol) followed by heating to 75° C. and stirring for 45 minutes. The solution was cooled to room temperature and partitioned between water and EtOAc. The layers were separated, the aqueous phase was extracted with EtOAc, and the combined organic phases were washed with saturated NaCl, dried over Na2SO4, and concentrated in vacuo to give the desired product (1.7 g, 97%) as a colorless oil.

Aufarbeitung

  1. stirringstirring for 45 minutes
  2. temperatureThe solution was cooled to room temperature
  3. custompartitioned between water and EtOAc
  4. customThe layers were separated
  5. extractionthe aqueous phase was extracted with EtOAc
  6. washthe combined organic phases were washed with saturated NaCl
  7. dry with materialdried over Na2SO4
  8. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-57a2c1aae25a411ebf83bb8807253340
Quelldatensatz
uspto-grants-2015_04
Patentnummer
US09018223B2

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