Reaktionsgleichung
[C:1]([C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:6]=1[OH:12])([CH3:4])([CH3:3])[CH3:2].C[Mg:14][Br:15]>C(OCC)C>[C:1]([C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[CH:7][C:6]=1[O:12][Mg:14][Br:15])([CH3:4])([CH3:3])[CH3:2]Komponenten
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 25 °C
Versuchsvorschrift
In an atmosphere of nitrogen, 3.29 g (20 mmol) of 2-tert-butyl-4-methylphenol was dissolved in 10 ml of diethyl ether and 6.7 ml of methylmagnesium bromide (20 mmol of diethyl ether solution) was added dropwise to this at 0° C. for 5 minutes. After completion of the dropwise addition, the reaction mixture was stirred at 25° C. for 10 minutes, subsequently, the diethyl ether was evaporated under vacuum, and 30 ml of toluene was added to-obtain a toluene solution of 2-tert-butyl-4-methylphenoxymagnesium bromide. To the solution, 1.07 g (10 mmol) of picolinaldehyde was added dropwise at 25° C. and it was reacted for 5 hours while refluxing. After cooling, the reaction was stopped by adding aqueous 5% hydrochloric acid solution and successively, after neutralizing it with aqueous sodium hydrogencarbonate solution, the organic layer obtained was washed with a saturated aqueous sodium chloride solution. After drying it over anhydrous magnesium sulfate, the solvent was distilled off. The residue was purified by silica gel column chromatography (a developing solvent: hexane/ethyl acetate=20/1-1/1) to obtain 2-bis(2-hydroxy-3-tert-butyl-5-methylphenyl)methylpyridine.
Aufarbeitung
- additionAfter completion of the dropwise addition
- customsubsequently, the diethyl ether was evaporated under vacuum, and 30 ml of toluene
- additionwas added
Quellen und Nachweise
- ORD-Eintrag
- ord-fa8039eb9b6249ee858941d40643aea2
- Quelldatensatz
- uspto-grants-1998_11
- Patentnummer
- US05840646
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