反应详情

A mixture of 4-(2-chloro-ethyl)-hepta-1,6-dien-4-ol (7.87 g), (S)-1-(4-bromo-phenyl)-ethylamine (13.52 g), K2CO3 (9.34 g), KI (8.23 g), and acetonitrile (150 mL) is stirred at reflux temperature overnight. After cooling to room temperature, the mixture is concentrated under reduced pressure and water is added to the residue. The resulting mixture is extracted with ethyl acetate (3×), and the combined extracts are washed with brine and dried (MgSO4). The solvent is evaporated and the residue is chromatographed on silica gel (cyclohexane/ethyl acetate 1:1→0:1) to afford the title compound as an oil. Yield: 8.36 g (55% of theory); Mass spectrum (ESI+): m/z=338/340 (Br) [M+H]+.

1. temperatureat reflux temperature overnight
2. concentrationthe mixture is concentrated under reduced pressure and water
3. additionis added to the residue
4. extractionThe resulting mixture is extracted with ethyl acetate (3×)
5. washthe combined extracts are washed with brine
6. dry with materialdried (MgSO4)
7. customThe solvent is evaporated
8. customthe residue is chromatographed on silica gel (cyclohexane/ethyl acetate 1:1→0:1)