Diisobutylaluminum hydride → HCID 18449040, Verbindung
Reaktionsgleichung
C([O:3][C:4](=O)[C:5]1[CH:10]=[CH:9][C:8]([N:11]2[C:15]([C:16]([F:19])([F:18])[F:17])=[CH:14][C:13]([C:20]([F:23])([F:22])[F:21])=[N:12]2)=[CH:7][CH:6]=1)C.CC(C[AlH]CC(C)C)C>C1(C)C=CC=CC=1>[F:23][C:20]([F:21])([F:22])[C:13]1[CH:14]=[C:15]([C:16]([F:17])([F:18])[F:19])[N:11]([C:8]2[CH:7]=[CH:6][C:5]([CH2:4][OH:3])=[CH:10][CH:9]=2)[N:12]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A stirred solution of 4-(3,5-bis-trifluoromethyl-pyrazol-1-yl)-benzoic acid ethyl ester (2.4 g, 6.8 mmol) in dry toluene (20 mL) was treated with 1M solution of DIBAL-H in toluene (10.2 mL, 10.2 mmol) at room temperature. The mixture was stirred for 1 hour and quenched with saturated aqueous NH4Cl (30 mL). The organic layer was separated and the aqueous layer was extracted with EtOAc (2×30 mL). The organics were washed with water (30 mL), dried (anhydrous Na2SO4) and the solvent removed under reduced pressure. Purification by flash chromatography (SiO2, 4:1 hexane/EtOAc) gave [4-(3,5-bis-trifluoromethyl-pyrazol-1-yl)-phenyl]-methanol (2 g, 94.8% yield) as a colorless oil.