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Tetrahydrofuran → (E)-3-[3-ethoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-N-indan-1-yl-acrylamide

HRID 2247459
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2247459
C1COCC1.[CH2:6]([O:8][C:9]1[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=1[N:17]1[CH:21]=[C:20]([CH3:22])[N:19]=[CH:18]1)[CH:12]=O)[CH3:7].C(OP([CH2:31][C:32](=[O:43])[NH:33][CH:34]1[C:42]2[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=2)[CH2:36][CH2:35]1)(=O)OCC)C.O.[OH-].[Li+]>C(OCC)(=O)C.O>[CH2:6]([O:8][C:9]1[CH:10]=[C:11](/[CH:12]=[CH:31]/[C:32]([NH:33][CH:34]2[C:42]3[C:37](=[CH:38][CH:39]=[CH:40][CH:41]=3)[CH2:36][CH2:35]2)=[O:43])[CH:14]=[CH:15][C:16]=1[N:17]1[CH:21]=[C:20]([CH3:22])[N:19]=[CH:18]1)[CH3:7]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 4

HCID 8028TetrahydrofuranHCID 168937Lithium hydroxide, monohydrateHCID 730140413-ethoxy-4-(4-methyl-1H-imidazol-1-yl)benzaldehydeHCID 86602465(Indan-1-ylcarbamoylmethyl)phosphonic acid diethyl ester

Produkt 1

HCID 59170821(E)-3-[3-ethoxy-4-(4-methyl-1H-imidazol-1-yl)phenyl]-N-indan-1-yl-acrylamideAusbeute 23 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a THF (8 mL) solution of 3-ethoxy-4-(4-methyl-1H-imidazole-1-yl)benzaldehyde (60 mg), (indan-1-ylcarbamoylmethyl)phosphonic acid diethyl ester (81 mg) and lithium hydroxide monohydrate (22 mg) were added, and the reaction mixture was agitated at room temperature for 14 hours. Water and ethyl acetate were added to the reaction solution after the reaction ended, and the organic layer was separated. The obtained organic layer was washed with a saturated sodium chloride solution, and the solvent was evaporated under reduced pressure after dried over anhydrous magnesium sulfate. The obtained residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate 1:4), and 23 mg (23%) of the title compound was obtained. The physical properties of the compound are as follows.

Aufarbeitung

  1. customthe organic layer was separated
  2. washThe obtained organic layer was washed with a saturated sodium chloride solution
  3. customthe solvent was evaporated under reduced pressure
  4. dry with materialafter dried over anhydrous magnesium sulfate
  5. customThe obtained residue was purified by silica gel column chromatography (elution solvent: heptane-ethyl acetate 1:4)

Quellen und Nachweise

ORD-Eintrag
ord-9cbebe2dc3674a0ab089fb40aefd6fdb
Quelldatensatz
uspto-grants-2010_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07687640B2

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