Reaktion #626677

Reaktionsgleichung

benzaldehyde

o-anisidine

1-cyclohexenyloxytrimethylsilane

→

2-(phenyl-N-(2-methoxyphenyl)aminomethyl)cyclohexanone

Ausbeute 92.0%

Lösungsmittel

Water

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGThe mixture was stirred at room temperature for 24 hours
2. 2
   ExtraktionThe mixture was extracted four times by a decantation method
3. 3
   workup.ADDITIONa mixture of ethyl acetate-hexane (1:1)
4. 4
   workup.DISTILLATIONthe solvent was distilled off under reduced pressure
5. 5
   Sonstigethe residue was purified by silica gel thin layer chromatography

Vorschrift

Water (0.25 ml) was added to the silica gel supporting scandium produced in Example 1 (75 mg), and while stirring, benzaldehyde (0.125 mmol) and o-anisidine (0.125 mmol) and 1-cyclohexenyloxytrimethylsilane (0.25 mmol) were continuously added. The mixture was stirred at room temperature for 24 hours. The mixture was extracted four times by a decantation method using a mixture of ethyl acetate-hexane (1:1), the solvent was distilled off under reduced pressure, and then the residue was purified by silica gel thin layer chromatography, to obtain the target product, 2-(phenyl-N-(2-methoxyphenyl)aminomethyl)cyclohexanone at a syn/anti ratio of 53/47. Yield 92%.

Quelle