반응 #161155

반응 방정식

N-[3-(3-methyl-but-3-enyloxy)-phenyl]-acetamide

AlCl3

water

→

N-(4,4-dimethyl-chroman-7-yl)-acetamide

수율 54.0%

용매

fluoro-benzene

반응 조건

후처리

1. 1
   온도was heated
2. 2
   온도at reflux overnight
3. 3
   온도After cooling
4. 4
   기타The organic layer was separated
5. 5
   추출the aqueous phase was extracted with EtOAc (40×3 mL)
6. 6
   세척The combined organic layers were washed with brine
7. 7
   건조dried over anhydrous Na2SO4
8. 8
   농축concentrated under vacuum
9. 9
   기타The residue was purified by column chromatography

실험 절차

A mixture of N-[3-(3-methyl-but-3-enyloxy)-phenyl]-acetamide (2.5 g, 11.4 mmol) and AlCl3 (4.52 g, 34.3 mmol) in fluoro-benzene (50 mL) was heated at reflux overnight. After cooling, the reaction mixture was poured into water. The organic layer was separated and the aqueous phase was extracted with EtOAc (40×3 mL). The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated under vacuum. The residue was purified by column chromatography to give N-(4,4-dimethyl-chroman-7-yl)-acetamide (1.35 g, 54%).

출처