反应详情

36.6 g of 8-azabicyclo[3,2,1]octan-3-one-8-carboxylic acid ethyl ester (e) are dissolved in 500 ml of absolute petroleum ether, and 52.8 g of pyrrolidine are added. A solution of 19.4 g of titanium tetrachloride in 100 ml of petroleum ether is added dropwise within 70 minutes, with vigorous stirring. With slight warming of the solution, a light-yellow precipitate is immediately precipitated. After 110 hours' stirring at roomtemperature, the precipitate is allowed to settle and the yellow petroleum ether solution is decanted. The precipitate is suspended in 250 ml of anhydrous benzene, suction filtered, and washed with benzene. The united organic phases are concentrated in a vacuum; the oil which remains behind is purified by vacuum distillation to obtain 42.8 g (92.2 percent) of (d) as a light-yellow, viscous oil (b.p. 125° to 128° C. at 8 Pa.).

1. temperatureWith slight warming of the solution
2. customa light-yellow precipitate is immediately precipitated
3. customthe yellow petroleum ether solution is decanted
4. filtrationsuction filtered
5. washwashed with benzene
6. concentrationThe united organic phases are concentrated in a vacuum
7. distillationthe oil which remains behind is purified by vacuum distillation