反应详情

N-Formyl-3-phenyl-1, 1-dimethylpropanamine (115 g) was dissolved in 1,2-dichloroethane (850 ml) at 0° C. Acetyl bromide (116 ml) was added followed by the portionwise addition of aluminum chloride (263 g) over 0.5 h. At the end of addition the mixture was allowed to warm to room temperature and then refluxed for 1h. The hot solution was poured onto crushed ice (3 Kg) and the mixture extracted with chloroform. The chloroform extracts were washed with water, sodium bicarbonate and dried (MgSO4). Evaporation of the solvent gave an oil of which 25 g was chromatographed on Kieselgel 60 (1 Kg). Elution with 1% methanol-chloroform gave the title compound as an oil (18 g). τ(CDCl3) 8.6 (6H, s) 8.4-7.75 (2H, m), 7.45 (3H, s), 7.5-7.05 (2H, m), 3.0-4.0 (1H, broad), 2.7 (2H, d, J=8 Hz), 2.15 (2H, d, J=8 Hz) 1.2 (1H, d, J=5 Hz).

1. additionAt the end of addition the mixture
2. temperaturerefluxed for 1h
3. additionThe hot solution was poured
4. extractionthe mixture extracted with chloroform
5. washThe chloroform extracts were washed with water, sodium bicarbonate
6. dry with materialdried (MgSO4)
7. customEvaporation of the solvent
8. customgave an oil of which 25 g
9. customwas chromatographed on Kieselgel 60 (1 Kg)
10. washElution with 1% methanol-chloroform