反应详情

A mixture of 25.0 g (150 mmol) 2,6-dimethoxybenzaldehyde, 19.1 g (165 mmol) 3-amino-2,4-dimethylpentane and 0.500 g p-toluenesulfonic acid in 100 ml toluene was heated in a Dean-Stark apparatus to reflux for 2 hours. Then the cooled reaction mixture was washed with aqueous NaHCO3 solution, brine dried over Na2SO4, filtered and evaporated. The crude product was filtered through a silica pad with heptane/ethyl acetate 2:1 as eluent: 22.0 g [1-(2,6-dimethoxy-phenyl)-meth-(E)-ylidene]-(1-isopropyl-2-methyl-propyl)-amine as slightly yellow crystals: MS (EI): 264.3 ((M+H)+.), 262.3 ((M-H)+.), 248.3 ((M−CH3)+.), 220.2 ((M−(CH3)2CH)+.), 100%).

1. temperaturewas heated in a Dean-Stark apparatus
2. temperatureto reflux for 2 hours
3. customThen the cooled reaction mixture
4. washwas washed with aqueous NaHCO3 solution, brine
5. dry with materialdried over Na2SO4
6. filtrationfiltered
7. customevaporated
8. filtrationThe crude product was filtered through a silica pad with heptane/ethyl acetate 2:1 as eluent