反应详情

4-Bromo-2-phenylbutanoic acid (4.86 g, 0.02 mol) and thionyl chloride (2.2 mL, 0.03 mol) were refluxed in dichloromethane (100 mL) under nitrogen for 3 hours. The solution was evaporated and flushed with benzene three times. The residue was dissolved in diethyl ether (50 mL) and cooled in an ice bath. Octahydroisoindole (2.5 g, 0.02 mol) and diisopropylethylamine (3.5 mL, 0.02 mol) dissolved in diethyl ether (50 mL) were added and the reaction was stirred for 60 hours at room temperature. TLC (Uniplate/EtOAc) showed essentially complete reaction. The solution was washed with water, sat. NaHCO3, and dried (Na2SO4). Evaporation of solvent left crude product.

1. customThe solution was evaporated
2. customflushed with benzene three times
3. dissolutionThe residue was dissolved in diethyl ether (50 mL)
4. temperaturecooled in an ice bath
5. additionwere added
6. customreaction
7. washThe solution was washed with water, sat. NaHCO3
8. dry with materialdried (Na2SO4)
9. customEvaporation of solvent
10. waitleft crude product