Aluminium lithium hydride → [5-methyl-1-(propan-2-yl)-1H-pyrazol-3-yl]methanol

HRID 706548

Reaktionsgleichung

Reaktionsgleichung von HRID 706548
[CH:1]([N:4]1[C:8]([CH3:9])=[CH:7][C:6]([C:10](OCC)=[O:11])=[N:5]1)([CH3:3])[CH3:2].[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH:1]([N:4]1[C:8]([CH3:9])=[CH:7][C:6]([CH2:10][OH:11])=[N:5]1)([CH3:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 21226445Aluminium lithium hydrideHCID 23005696Ethyl 1-isopropyl-5-methyl-1H-pyrazole-3-carboxylate

Produkt 1

HCID 23005569[5-methyl-1-(propan-2-yl)-1H-pyrazol-3-yl]methanolAusbeute 88 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To ethyl 1-isopropyl-5-methyl-1H-pyrazole-3-carboxylate (7.68 g, 39.1 mmol) in THF (50 mL) at 0° C. was added LAH (1.49 g, 39.1 mmol). The cold bath was removed, and the reaction mixture was stirred for 2 hours, and then quenched carefully with sodium sulfate decahydrate. The reaction mixture was filtered through Celite and washed with Et2O. The filtrate was concentrated under reduced pressure to give 5.3 g (88%) of the title compound.

Aufarbeitung

  1. customThe cold bath was removed
  2. customquenched carefully with sodium sulfate decahydrate
  3. filtrationThe reaction mixture was filtered through Celite
  4. washwashed with Et2O
  5. concentrationThe filtrate was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-eddea3fe6be443afb27ba168522ac205
Quelldatensatz
uspto-grants-2015_11
Patentnummer
US09174981B2

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