Water → 4-Phthalimidobutyronitrile

Temperatur

90 °C

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) δ 7.87 (dd, 2H), 7.75 (dd, 2H), 3.83 (t, 2H), 2.44 (t, 2H), 2.09 (quintet, 2H).

1. extractionAfter dilution with 300 ml of water, the aqueous solution was extracted with chloroform (80 ml×3)
2. washThe combined chloroform solution was washed with 0.5% NaOH aqueous solution (80 ml) and water (100 ml)
3. dry with materialdried over anhydrous Na2SO4
4. customAfter evaporation of chloroform
5. customan oil was obtained
6. customThe solid formed
7. filtrationwas collected by filtration
8. washwashed with water
9. customdried under high vacuum
10. customThe product was recrystallized from methanol which
11. additionwas diluted with water

ORD-Eintrag

ord-b893080bbd204140b2fbc41d1f005748

Quelldatensatz

uspto-grants-2006_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07064218B2