Reaktion #460672

Reaktionsgleichung

MeMgBr

ketone

5-(4-Chlorophenyl)-1-(4-methoxyphenyl)-3-(3-oxobutyl)pyrazole

→

5-(4-Chlorophenyl)-3-(3-hydroxy-3-methylbutyl)-1-(4-methoxyphenyl) pyrazole

Lösungsmittel

THF

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe reaction mixture was quenched with a saturated NH4Cl solution
2. 2
   workup.ADDITIONdiluted to a 100 ml volume with Et2O
3. 3
   Waschenwashed with H2O
4. 4
   Trocknendried (Na2SO4)
5. 5
   Filtrationfiltered
6. 6
   Einengenconcentrated in vacuo
7. 7
   SonstigeChromatography of the residue (Baker silica gel, 45 g) with Et2O as eluent, afforded
8. 8
   Sonstige27, (0.68 g, 80% corrected for recovered starting material) as a colorless oil

Vorschrift

To a solution of MeMgBr (1.32 ml of 3.2M, 4.23 mM) in THF (15 ml) at 0° C., was added a solution of the ketone 23, (1.00 g, 2.82 mM) in THF (25 ml) dropwise over a 20 minute period. After stirring for 1 hour, the reaction mixture was quenched with a saturated NH4Cl solution, diluted to a 100 ml volume with Et2O, washed with H2O, dried (Na2SO4), filtered, and concentrated in vacuo. Chromatography of the residue (Baker silica gel, 45 g) with Et2O as eluent, afforded 27, (0.68 g, 80% corrected for recovered starting material) as a colorless oil.

Quelle