반응 #1364830

반응 방정식

3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

sodium carbonate

dimethylformamide

ethyl bromide

→

3-(1-ethyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

수율 67.2%

용매

water

ethyl acetate

반응 조건

후처리

1. 1
   기타precipitation
2. 2
   workup.STIRRINGThe mixture was stirred for one hour
3. 3
   여과filtered
4. 4
   세척the filter was rinsed with water
5. 5
   기타The recovered product was dried overnight in an oven at 70° C. under reduced pressure in the presence
6. 6
   기타to obtain 8.95 g of raw product melting at 205° C
7. 7
   여과the mixture was filtered hot
8. 8
   농축The filtrate was concentrated to 250 ml and crystallization
9. 9
   workup.WAITwas effected for one hour
10. 10
    여과The mixture was filtered
11. 11
    세척the recovered product was rinsed with ethyl acetate

실험 절차

A mixture of 9.91 g of 3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole, 10.6 g of sodium carbonate, 150 ml of dimethylformamide and 4.5 g of ethyl bromide was stirred under an inert atmosphere at 30°-35° C. for 5 hours and was then poured into 1.5 liters of water which caused precipitation. The mixture was stirred for one hour and filtered and the filter was rinsed with water. The recovered product was dried overnight in an oven at 70° C. under reduced pressure in the presence of dehydrating agent to obtain 8.95 g of raw product melting at 205° C. The product was dissolved in 400 ml of refluxing ethyl acetate and the mixture was filtered hot. The filtrate was concentrated to 250 ml and crystallization was effected for one hour. The mixture was filtered and the recovered product was rinsed with ethyl acetate to obtain 6.28 g of 3-(1-ethyl-1,2,3,6-tetrahydropyridin-4-yl)-1H-indole in the form of yellow crystals melting at 205° C. Concentration of the mother liquors yielded another 1.76 g of product after crystallization for a total yield of 8.04 g.

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