4-bromo-1-methyl-1H-pyrazole-5-carbaldehyde → (4-bromo-1-methyl-1H-pyrazol-5-yl)(phenyl)methanol

HRID 1778200Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1778200
[Br:1][C:2]1[CH:6]=[N:5][N:4]([CH3:7])[C:3]=1[CH:8]=[O:9].[C:10]1([Mg]Cl)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C1COCC1>[Br:1][C:2]1[CH:6]=[N:5][N:4]([CH3:7])[C:3]=1[CH:8]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[OH:9]

Komponenten

4

Edukt 2

HCID 27946344-bromo-1-methyl-1H-pyrazole-5-carbaldehydeHCID 178478979HCID 178478979, Verbindung

Produkt 1

HCID 14520172(4-bromo-1-methyl-1H-pyrazol-5-yl)(phenyl)methanol

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
-78 °C

Versuchsvorschrift

4-Bromo-2-methyl-2H-pyrazole-3-carbaldehyde (1.00 g; 5.29 mmol) is dissolved in 5.0 ml of anhydrous THF and cooled down to −78° C. Phenylmagnesium chloride 2 mol/l (6.61 ml; 13.2 mmol) is added and the reaction mixture is stirred for 1 hour. It is warmed up to 0° C. and is quenched carefully with water, then extracted with DCM. The organic layers are pooled, dried over MgSO4 and purified by using reversed phase chromatography under basic conditions.

Aufarbeitung

  1. temperatureIt is warmed up to 0° C.
  2. customis quenched carefully with water
  3. extractionextracted with DCM
  4. dry with materialdried over MgSO4
  5. custompurified

Quellen und Nachweise

ORD-Eintrag
ord-05d7e3a2be4f473abc0ab2f588f7dc8a
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09266891B2

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