Aluminium lithium hydride → HCID 90029703, Verbindung

HRID 1488181Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1488181
[CH2:1]([N:8]1[CH:12]=[C:11]([CH3:13])[C:10]([C:14](OCC)=[O:15])=[N:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH2:1]([N:8]1[CH:12]=[C:11]([CH3:13])[C:10]([CH2:14][OH:15])=[N:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 21226445Aluminium lithium hydrideHCID 90033741HCID 90033741, Verbindung2×

Produkt 1

HCID 90029703HCID 90029703, VerbindungAusbeute 89,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

Into a 100-mL 3-neck round-bottom flask, which was purged and maintained with an inert atmosphere of nitrogen, was placed a solution of ethyl 1-benzyl-4-methyl-1H-pyrazole-3-carboxylate (compound 268.1, 2.3 g, 9.42 mmol) in THF (30 mL). The solution was cooled to 0° C., then LiAlH4 (360 mg, 9.49 mmol, 1.00 equiv) was carefully added in portions. The resulting mixture was stirred for 1 h at room temperature, then carefully quenched by drop-wise addition of water (400 μL), then aqueous NaOH (10%, 400 μL), followed by additional water (1.2 mL). The solids were removed by filtration and the filtrate was dried (Na2SO4), filtered and concentrated under reduced pressure to obtain the tile compound as a yellow oil (1.7 g, 89%).

Aufarbeitung

  1. customInto a 100-mL 3-neck round-bottom flask, which was purged
  2. temperaturemaintained with an inert atmosphere of nitrogen
  3. customcarefully quenched by drop-wise addition of water (400 μL)
  4. customThe solids were removed by filtration
  5. dry with materialthe filtrate was dried (Na2SO4)
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-5ddd017097634db391df49d07b9850b9
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09428502B2

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