反应详情

A mixture of 2-(2-benzofuranyl)-2-hydroxy ethanamine (1.0 g) and 4-methylphenylacetone (0.76 g) in benzene (50 ml) was heated under reflux using a Dean and Stark head until the required amount of water had been collected. The solvent was evaporated, replaced with ethanol (50 ml) and the solution hydrogenated at atmospheric pressure over platinum oxide until the theoretical amount of hydrogen had been taken up. The reaction mixture was filtered through diatomaceous earth, the filtrate evaporated and the residue chromatographed on Kieselgel 60. Elution with 2% methanolchloroform gave N-[2-(4-methylphenyl)-1-methylethyl]-2-(2-benzofuranyl)-2-hydroxy ethanamine, as an 80:20 mixture of diastereoisomers, m.p. 92-98 (cyclohexane).

1. temperaturewas heated
2. temperatureunder reflux
3. customhad been collected
4. customThe solvent was evaporated
5. filtrationThe reaction mixture was filtered through diatomaceous earth
6. customthe filtrate evaporated
7. customthe residue chromatographed on Kieselgel 60
8. washElution with 2% methanolchloroform