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Methanol → 4-Amino-5-fluoro-2-methoxybenzonitrile

HRID 630409
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 630409
[CH3:1][OH:2].[NH2:3][C:4]1[C:11]([F:12])=[CH:10][C:7]([C:8]#[N:9])=[C:6](F)[CH:5]=1>O1CCCC1>[NH2:3][C:4]1[C:11]([F:12])=[CH:10][C:7]([C:8]#[N:9])=[C:6]([O:2][CH3:1])[CH:5]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 887MethanolHCID 27359004-Amino-2,5-difluorobenzonitrile

Produkt 1

HCID 185196344-Amino-5-fluoro-2-methoxybenzonitrileAusbeute 97 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel2×

Versuchsvorschrift

To a mixture of methanol (10.48 mL, 0.25 mol) and anh. tetrahydrofuran (60 mL) was added dropwise a solution of potassium tert-butilate (6.76 g, 0.05 mol) in anh. tetrahydrofuran (52 mL) at 0° C. under nitrogen atmosphere. The mixture was stirred for minutes at room temperature and then 4-amino-2,5-difluorobenzonitrile (4 g, 0.02 mol) was added. The reaction mixture was stirred at 70° C. for 3 hours. The solvent was partially removed and ether was added into the mixture. The organic layer was washed with bicarbonate and brine, dried and filtered. The organic solvent was removed under reduced pressure to give the title compound as a yellow solid (97%), which was used in the next step without further purification.

Aufarbeitung

  1. stirringThe reaction mixture was stirred at 70° C. for 3 hours
  2. customThe solvent was partially removed
  3. additionether was added into the mixture
  4. washThe organic layer was washed with bicarbonate and brine
  5. customdried
  6. filtrationfiltered
  7. customThe organic solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-8242f9408a2247d490ba5d83aed76b62
Quelldatensatz
uspto-grants-2016_04
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US09315463B2

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