Reaktion #2303552

Reaktionsgleichung

2-bromo-6-(3,3-ethylenedioxypyrrolidin-1-yl)pyridine

benzyl magnesium bromide

benzyl bromide

magnesium

→

title compound

2-Benzyl-6-(3,3-ethylenedioxypyrrolidin-1-yl)pyridine

Lösungsmittel

tetrahydrofuran

diethyl ether

diethyl ether

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGby stirring as it
2. 2
   SonstigeThe reaction mixture was partitioned between a saturated aqueous ammonium chloride solution and ethyl acetate
3. 3
   WaschenThe organic layer was washed with brine
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   Einengenconcentrated

Vorschrift

A mixture of 6.3 g of 2-bromo-6-(3,3-ethylenedioxypyrrolidin-1-yl)pyridine, 240 mg of 1,3-bis(diphenylphosphino)propanenickel (II) chloride and 20 ml of tetrahydrofuran was stirred in advance under nitrogen atmosphere in an ice bath. To this was added dropwise a diethyl ether solution of benzyl magnesium bromide prepared from 3.4 ml of benzyl bromide, 0.8 g of magnesium and 15 ml of diethyl ether, followed by stirring as it was at room temperature for overnight. The reaction mixture was partitioned between a saturated aqueous ammonium chloride solution and ethyl acetate. The organic layer was washed with brine, dried over anhydrous magnesium sulfate and then concentrated. The residue was subjected to silica gel column chromatography with 5–10% ethyl acetate/hexane, to give 6.6 g of the title compound.

Quelle