Reaktion #4862

Reaktionsgleichung

2-bromo-m-xylene

N-allylphthalimide

acetate

triphenylphosphine

→

2-[3-(2,6-dimethylphenyl)-2-propenyl]-1H-isoindole-1,3(2H)-dione

Lösungsmittel

triethylamine

ether

water

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe aqueous layer was separated
2. 2
   Waschenthe organic washed twice with 100 ml portions of 2N HCl
3. 3
   FiltrationAfter filtering the organic phase
4. 4
   Waschenwashing with saturated KHCO3 and brine
5. 5
   Trocknendrying over MgSO4, it
6. 6
   Einengenwas concentrated on the steam bath
7. 7
   SonstigeThe resulting solid product was purified by flash chromotography

Vorschrift

A mixture 9.3 g (50 mmole) of 2-bromo-m-xylene, 15.0 g (80 mmole) of N-allylphthalimide, 0.56 (2.5 mmole) of paladium acetate and 1.44 (5.5 mmole) of triphenylphosphine were dissolved in 111 ml of triethylamine. The solution was placed in a sealed container and heated at 100° C. for 24 hours. The reaction was then diluted with 800 ml of ether and 200 ml of water. The aqueous layer was separated and the organic washed twice with 100 ml portions of 2N HCl. After filtering the organic phase, washing with saturated KHCO3 and brine, and drying over MgSO4, it was concentrated on the steam bath. The resulting solid product was purified by flash chromotography and used in subsequent reactions.

Quelle