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Methanol → HCID 67304384, Verbindung

HRID 447215
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 447215
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[C:11]([C:13](O)=[O:14])[N:10]=[CH:9]2)=[CH:4][CH:3]=1.O1CCCC1.B.CO>C1COCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH:12]=[C:11]([CH2:13][OH:14])[N:10]=[CH:9]2)=[CH:6][CH:7]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 887MethanolHCID 2723981Borane;tetrahydrofuranHCID 173900481-(4-Fluorophenyl)-1H-imidazole-4-carboxylic acid

Produkt 1

HCID 67304384HCID 67304384, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

1-(4-Fluoro-phenyl)-1H-imidazole-4-carboxylic acid (18 g, 87 mmol) was dissolved in 90 mL dry THF. Borane tetrahydrofuran complex (174 mL, 1M in THF, 174 mmol) was added dropwise. The reaction was refluxed for 2 h and stirred at room temperature overnight. The reaction mixture was cooled to 0° C. and 100 mL methanol were added dropwise. The solvents were evaporated. The residue was taken up in 100 mL 2N HCl and refluxed for 2 h. The reaction mixture was then cooled to 0° C. and 120 mL 2N sodium hydroxide solution were added dropwise. The solid material was filtered off and dried at 50° C. and 15 mbar. The desired compound was obtained as a white solid (13 g, 78%), MS: m/e=193.2 (M+H)+.

Aufarbeitung

  1. temperatureThe reaction was refluxed for 2 h
  2. temperatureThe reaction mixture was cooled to 0° C.
  3. customThe solvents were evaporated
  4. temperaturerefluxed for 2 h
  5. temperatureThe reaction mixture was then cooled to 0° C.
  6. addition120 mL 2N sodium hydroxide solution were added dropwise
  7. filtrationThe solid material was filtered off
  8. customdried at 50° C.

Quellen und Nachweise

ORD-Eintrag
ord-f69c75fda3a54510a22fac8699cc22f5
Quelldatensatz
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08481548B2

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