Reaktion #471651

Reaktionsgleichung

1-(benzyloxy)-3-bromobenzene

2′-[dicyclohexylphosphino]-N,N-dimethylbiphenyl-2-amine

piperidine

tripotassium phosphate

→

1-[3-(benzyloxy)phenyl]piperidine

Lösungsmittel

1,2-dimethoxyethane

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter the reaction mixture was cooled to room temperature
2. 2
   Sonstigeinsolubles were separated by filtration
3. 3
   Einengenthe solvent was concentrated under reduced pressure
4. 4
   SonstigeThe residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=100/0-85/15)

Vorschrift

To a solution of 1-(benzyloxy)-3-bromobenzene (1.00 g) in 1,2-dimethoxyethane (15 mL) were added tris(dibenzylideneacetone)dipalladium(0) (180 mg), 2′-[dicyclohexylphosphino]-N,N-dimethylbiphenyl-2-amine (150 mg), piperidine (500 μL), and tripotassium phosphate (2.5 g) at room temperature, and the mixture was stirred at 110° C. for 21 hours. After the reaction mixture was cooled to room temperature, insolubles were separated by filtration and the solvent was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=100/0-85/15) to obtain 1-[3-(benzyloxy)phenyl]piperidine (722 mg).

Quelle