반응 #1446541

반응 방정식

N-iodosuccinimide

2-benzyl-6-(3,3-ethylenedioxypyrrolidine-1-yl)pyridine

sodium thiosulfate

→

target compound

수율 71.2%

2-Benzyl-3-iodo-6-(3,3-ethylenedioxypyrrolidine-1-yl)pyridine

수율 71.2%

용매

N,N-dimethylformamide

반응 조건

후처리

1. 1
   workup.STIRRINGby stirring at room temperature overnight as it
2. 2
   workup.ADDITIONwas added
3. 3
   기타the mixture was partitioned between ethyl acetate and water
4. 4
   세척The organic phase was washed with water and brine
5. 5
   건조dried over anhydrous magnesium sulfate
6. 6
   농축concentrated

실험 절차

A mixture of 6.6 g of 2-benzyl-6-(3,3-ethylenedioxypyrrolidine-1-yl)pyridine and 60 ml of N,N-dimethylformamide was stirred in an ice bath. Into the mixture were added dropwise 5.5 g of N-iodosuccinimide, followed by stirring at room temperature overnight as it was. 10 ml of an aqueous solution containing one mol of sodium thiosulfate was added thereto, and the mixture was partitioned between ethyl acetate and water. The organic phase was washed with water and brine, dried over anhydrous magnesium sulfate and then concentrated. The residue was subjected to silica gel column chromatography using 5-10% ethyl acetate/hexane, to give 6.7 g of the target compound.

출처