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

HRID 1485023Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1485023
[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) was dissolved in 5.0 ml of anhydrous THF and cooled down to −78° C. Phenylmagnesium chloride 2 mol/l (6.61 ml; 13.23 mmol) was dropped and stirred for 1 hour. It was warmed up to 0° C. and quenched carefully with water, then extracted with DCM. The organic layers were pooled, dried over MgSO4 and purified by using reversed phase chromatography under basic conditions.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-3122bed70f5442f8af39132a9904efc7
Quelldatensatz
uspto-grants-2016_08
Patentnummer
US09422290B2

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