반응 #2303552

반응 방정식

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

용매

tetrahydrofuran

diethyl ether

diethyl ether

반응 조건

후처리

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

실험 절차

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.

출처