반응 #311837

반응 방정식

acetonylacetone

Phenylthioethylamine

thiophenol

β-bromoethylamine hydrobromide

→

2,5-dimethylpyrrol-1-yl-ethyl phenyl sulfide

수율 70.0%

용매

triethylamine

acetic acid

반응 조건

후처리

1. 1
   온도were heated
2. 2
   workup.DISTILLATIONThe acetic acid was distilled off under reduced pressure, and toluene
3. 3
   workup.ADDITIONwas added to the residue
4. 4
   workup.DISTILLATIONThe mixture was distilled under reduced pressure
5. 5
   기타The resulting crude product was chromatographed on a column of silica gel

실험 절차

Phenylthioethylamine (5.00 g, 32.68 mmoles) prepared by reacting thiophenol and β-bromoethylamine hydrobromide in the presence of triethylamine and 3.74 g (32.68 mmoles) of acetonylacetone were heated under reflux for 4 hours in 80 ml of acetic acid. The acetic acid was distilled off under reduced pressure, and toluene was added to the residue. The mixture was distilled under reduced pressure. The resulting crude product was chromatographed on a column of silica gel using hexane/benzene as an eluent to afford 2,5-dimethylpyrrol-1-yl-ethyl phenyl sulfide (5.32 g, 22.88 mmoles, 70%).

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