Reaktion #2298117

Reaktionsgleichung

Potassium phthalimide

(E)-1,4-dibromobut-2-ene

water

→

(E)-1,4-diphthalimidobut-2-ene

Ausbeute 91.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Extraktionthe mixture was extracted with dichloromethane (5×100 ml)
2. 2
   SonstigeThe organic extracts were dried
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated in vacuo
5. 5
   Sonstigeto leave DMF (ca. 30 ml)
6. 6
   Filtrationa white solid, which was filtered off
7. 7
   Waschenwashed with ether (3×10 ml)

Vorschrift

Potassium phthalimide (20 g, 108 mmol) was added in portions over 2 h to a stirred solution of (E)-1,4-dibromobut-2-ene (10.7 g, 50 mmol ) in DMF (100 ml) at room temperature. The mixture was stirred for a further 3 d at this temperature, then poured into water (100 ml), and the mixture was extracted with dichloromethane (5×100 ml). The organic extracts were dried, filtered and concentrated in vacuo to leave DMF (ca. 30 ml), and a white solid, which was filtered off and washed with ether (3×10 ml) to give (E)-1,4-diphthalimidobut-2-ene (15.75 g, 91%). δH (90 MHz, CDCl3) 4.28 (4H, d), 5.92 (2H, m), and 7.79 (4H, m).

Quelle