Trifluoroacetic acid → (E)-3-[5-(1H-imidazol-1-yl)-6-methoxypyridin-2-yl]acrylic acid

HRID 546788Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 546788
FC(F)(F)C(O)=O.[N:8]1([C:13]2[CH:14]=[CH:15][C:16](/[CH:21]=[CH:22]/[C:23]([O:25]C(C)(C)C)=[O:24])=[N:17][C:18]=2[O:19][CH3:20])[CH:12]=[CH:11][N:10]=[CH:9]1>ClCCl>[N:8]1([C:13]2[CH:14]=[CH:15][C:16](/[CH:21]=[CH:22]/[C:23]([OH:25])=[O:24])=[N:17][C:18]=2[O:19][CH3:20])[CH:12]=[CH:11][N:10]=[CH:9]1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 66839426tert-butyl (E)-3-[5-(1H-imidazol-1-yl)-6-methoxypyridin-2-yl]acrylate

Produkt 1

HCID 66839409(E)-3-[5-(1H-imidazol-1-yl)-6-methoxypyridin-2-yl]acrylic acidAusbeute 86,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of trifluoroacetic acid (3 mL) in dichloromethane (1.5 mL) was added to tert-butyl (E)-3-[5-(1H-imidazol-1-yl)-6-methoxypyridin-2-yl]acrylate (490 mg) under ice-cooling, and the reaction solution was stirred at room temperature for one hour. The reaction solution was concentrated under reduced pressure, diluted with chloroform and then concentrated under reduced pressure. Diethyl ether was added to the residue, and the precipitated solid was collected by filtration. The solid was washed with diethyl ether to obtain the title compound as a solid (345 mg). The property values of the compound are as follows.

Aufarbeitung

  1. temperaturecooling
  2. concentrationThe reaction solution was concentrated under reduced pressure
  3. additiondiluted with chloroform
  4. concentrationconcentrated under reduced pressure
  5. additionDiethyl ether was added to the residue
  6. filtrationthe precipitated solid was collected by filtration
  7. washThe solid was washed with diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-de91bd2631ce41aa911c5c7cddf9b522
Quelldatensatz
uspto-grants-2011_05
Patentnummer
US07935815B2

Notizen zur Reaktion

Wird geladen…