Aluminium lithium hydride → HCID 67261360, Verbindung

HRID 79309

Reaktionsgleichung

Reaktionsgleichung von HRID 79309
[CH3:1][O:2][C:3]1[CH:19]=[CH:18][C:6]([CH2:7][N:8]2[CH:12]=[C:11]([C:13](OCC)=[O:14])[CH:10]=[N:9]2)=[CH:5][CH:4]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>C1COCC1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]2[CH:12]=[C:11]([CH2:13][OH:14])[CH:10]=[N:9]2)=[CH:18][CH:19]=1

Komponenten

4

Edukt 2

HCID 21226445Aluminium lithium hydrideHCID 44558860ethyl 1-(4-methoxybenzyl)-1H-pyrazole-4-carboxylate

Produkt 1

HCID 67261360HCID 67261360, VerbindungAusbeute 75,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To ethyl 1-(4-methoxybenzyl)-1H-pyrazole-4-carboxylate (8.31 g, 31.9 mmol) in THF (100 mL) at 0° C. was added lithium aluminum hydride (1.45 g, 38.3 mmol). The cold bath was removed and the reaction was stirred for 3 hours. The reaction mixture was diluted with Et2O (200 mL) and Celite (10 g) was added to the reaction mixture. The mixture was cooled to 0° C. and sodium sulfate decahydrate was cautiously added to quench the reaction, which was then filtered, and the filter pad was washed with EtOAc (100 mL) and concentrated to provide the desired product (5.26 g).

Aufarbeitung

  1. customThe cold bath was removed
  2. additionThe reaction mixture was diluted with Et2O (200 mL) and Celite (10 g)
  3. additionwas added to the reaction mixture
  4. additionsodium sulfate decahydrate was cautiously added
  5. customto quench
  6. customthe reaction, which
  7. filtrationwas then filtered
  8. washthe filter pad was washed with EtOAc (100 mL)
  9. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-a57c2180b57a44a2b6609ca0acbd1b6b
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08841455B2

Verknüpfte Notizen

Wird geladen…