Hexane → [3-Methyl-1-(pyridin-2-yl)-1H-pyrazol-4-yl]methanol

HRID 349923

Reaktionsgleichung

Reaktionsgleichung von HRID 349923
[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH3:7][C:8]1[C:12]([C:13](OCC)=[O:14])=[CH:11][N:10]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)[N:9]=1.O.O.O.O.O.O.O.O.O.O.S([O-])([O-])(=O)=O.[Na+].[Na+].CCCCCC>O1CCCC1>[CH3:7][C:8]1[C:12]([CH2:13][OH:14])=[CH:11][N:10]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)[N:9]=1

Komponenten

6

Edukt 4

HCID 8058HexaneHCID 62649Sodium sulfate decahydrateHCID 9877977ethyl 3-methyl-1-(2-pyridyl)-1H-pyrazole-4-carboxylateHCID 21226445Aluminium lithium hydride

Produkt 1

HCID 23076503[3-Methyl-1-(pyridin-2-yl)-1H-pyrazol-4-yl]methanolAusbeute 92,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

Lithium aluminium hydride (1.93 g) was added to a solution of ethyl 3-methyl-1-(2-pyridyl)-1H-pyrazole-4-carboxylate (15.00 g) in tetrahydrofuran (150 ml) at 0° C., and the mixture was stirred at room temperature for one hour. Sodium sulfate decahydrate (21.03 g) and hexane (100 ml) were added to the reaction mixture, and the mixture was stirred at room temperature for one hour. After the precipitate was removed by filtration, the filtrate was concentrated. The crystals obtained were collected by filtration to yield [3-methyl-1-(2-pyridyl)-1H-pyrazol-4-yl]methanol (11.38 g). This was recrystallized from acetone-hexane. Melting point: 116–117° C.

Aufarbeitung

  1. stirringthe mixture was stirred at room temperature for one hour
  2. customAfter the precipitate was removed by filtration
  3. concentrationthe filtrate was concentrated
  4. customThe crystals obtained
  5. filtrationwere collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-f629b2eadfef435bb5d41732fed7d2f2
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07179823B1

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