반응 #51423

반응 방정식

potassium phthalimide

water

→

crystals

수율 157.3%

N-(3-Cyanopropyl)phthalimide

수율 157.3%

용매

DMF

반응 조건

후처리

1. 1
   추출After dilution with 300 ml of water, the aqueous solution was extracted with chloroform (80 ml×3)
2. 2
   세척The combined chloroform solution was washed with 0.5% NaOH aqueous solution (80 ml) and water (100 ml)
3. 3
   건조dried over anhydrous Na2SO4
4. 4
   기타After evaporation of chloroform
5. 5
   기타an oil was obtained
6. 6
   기타The solid formed
7. 7
   여과was collected by filtration
8. 8
   세척washed with water
9. 9
   기타dried under high vacuum
10. 10
    기타The product was recrystallized from methanol which
11. 11
    workup.ADDITIONwas diluted with water

실험 절차

A mixture of potassium phthalimide (8.48 g, 0.046 mol) and 4-bromopropylcyanide (6.4 g, 0.043 mol) in 50 ml of anhydrous DMF was stirred at 90° C. for 2 h. After dilution with 300 ml of water, the aqueous solution was extracted with chloroform (80 ml×3). The combined chloroform solution was washed with 0.5% NaOH aqueous solution (80 ml) and water (100 ml), and dried over anhydrous Na2SO4. After evaporation of chloroform, an oil was obtained and 300 ml of water was added. The oil was rapidly solidified. The solid formed was collected by filtration, washed with water, and dried under high vacuum. The product was recrystallized from methanol which was diluted with water, to give white crystals (7.75 g, 84%). 1H NMR (CDCl3) δ7.87 (dd, 2H), 7.75 (dd, 2H), 3.83 (t, 2H), 2.44 (t, 2H), 2.09 (quintet, 2H).

출처