反応 #4862

反応方程式

2-bromo-m-xylene

N-allylphthalimide

acetate

triphenylphosphine

→

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

溶媒

triethylamine

ether

water

反応条件

後処理

1. 1
   その他The aqueous layer was separated
2. 2
   洗浄the organic washed twice with 100 ml portions of 2N HCl
3. 3
   ろ過After filtering the organic phase
4. 4
   洗浄washing with saturated KHCO3 and brine
5. 5
   乾燥drying over MgSO4, it
6. 6
   濃縮was concentrated on the steam bath
7. 7
   その他The resulting solid product was purified by flash chromotography

実験手順

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.

出典