Реакция #1797494

Уравнение реакции

5-(N-acetylamino)indane

p-iodotoluene

potassium carbonate

potassium hydroxide

→

indan-5-yl-p-tolylamine

Растворители

water

water

isoamyl alcohol

Условия реакции

Обработка

1. 1
   workup.ADDITIONwhile introducing a nitrogen gas
2. 2
   Другоеhydrolysis at 130° C. for 2 hours
3. 3
   workup.ADDITIONwas added
4. 4
   ДругоеIsoamyl alcohol was removed by azeotropic distillation
5. 5
   workup.ADDITION200 ml of toluene was added
6. 6
   workup.DISSOLUTIONto dissolve the reaction product
7. 7
   ФильтрацияAfter filtration
8. 8
   ФильтрацияAfter filtering out the magnesium sulfate
9. 9
   Концентрированиеthe filtrate was concentrated
10. 10
    Другоеpurified with column chromatography (carrier: silica gel, elute: toluene:hexane=1:4)

Методика

26.28 g (0.15 mol) of 5-(N-acetylamino)indane, 43.61 g (0.20 mol) of p-iodotoluene, 25.88 g (0.188 mol) of anhydrous potassium carbonate and 2.38 g (0.038 mol) of a copper powder were mixed and while introducing a nitrogen gas, the resulting mixture was heated to 20° C. and stirred for 6 hours. After completion of the reaction, 22.3 g of potassium hydroxide dissolved in 20 ml of water and 50 ml of isoamyl alcohol were added to conduct hydrolysis at 130° C. for 2 hours. After completion of the hydrolysis, 250 ml of water was added, and Isoamyl alcohol was removed by azeotropic distillation. 200 ml of toluene was added to dissolve the reaction product. After filtration, the reaction product was dehydrated with magnesium sulfate. After filtering out the magnesium sulfate, the filtrate was concentrated, and purified with column chromatography (carrier: silica gel, elute: toluene:hexane=1:4) to obtain 32.3 of indan-5-yl-p-tolylamine.

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