反应详情

2-methylindole (26.2 g) dissolved in dry ether (100 ml) was added dropwise to the Grignard reagent prepared from 4.9 g of magnesium and 31.2 g of ethyl iodide in 100 ml of dry ether at 20°-25°C and the mixture was gently refluxed until the evolution of ethane ceased. 1-(β-Chloropropionyl)-4-phenylpiperazine (55.6 g) dissolved in dry ether (100 ml) was then slowly added to the resulting reaction mixture at a temperature below 20°C. At first the addition of the latter caused the precipitation of yellowish viscid solid, which finally became cherry-red. After the addition was completed, ether was distilled off under ordinary pressure and the viscid solid mass which remained was heated on a steam bath for 3 hours, and then cooled. The resulting reaction mixture was agitated vigorously with 250 ml of benzene and 200 ml of a 5 % aqueous solution of acetic acid. The benzene layer which was separated was washed with a 10 % aqueous solution of sodium carbonate and water, dried over anhydrous sodium sulfate and concentrated to dryness. The residual solid was recrystallized from ethanol to give 1-[β-(2-methyl-3-indolyl)propionyl]-4-phenylpiperazine, melting at 121°-122°C.

1. additionwas then slowly added to the resulting reaction mixture at a temperature below 20°C
2. additionAt first the addition of the latter
3. customthe precipitation of yellowish viscid solid, which finally became cherry-red
4. additionAfter the addition
5. distillationether was distilled off under ordinary pressure
6. temperaturethe viscid solid mass which remained was heated on a steam bath for 3 hours
7. temperaturecooled
8. customThe resulting reaction mixture
9. customThe benzene layer which was separated
10. washwas washed with a 10 % aqueous solution of sodium carbonate and water
11. dry with materialdried over anhydrous sodium sulfate
12. concentrationconcentrated to dryness
13. customThe residual solid was recrystallized from ethanol