反应详情

In a nitrogen atmosphere, dried acetone (55.2 g, 950.4 mmol) was added dropwise to a solution of 1-tert-butyl-3-methylcyclopentadiene (13.0 g, 95.6 mmol) in dried methanol (130 ml), and subsequently pyrrolidine (68.0 g, 956.1 mmol) was added thereto dropwise. During the dropwise addition, the temperature was kept at 0° C. by ice cooling. The mixture was stirred at room temperature for 4 days. The resultant reaction liquid was diluted with diethyl ether (400 ml), and water (400 ml) was added. The organic phase was separated, then washed with a 0.5 N aqueous hydrochloric acid solution (150 ml×4), water (200 ml×3) and a saturated saline solution (150 ml), and dried over anhydrous magnesium sulfate. The desiccant was filtered off, and the solvent was distilled away from the filtrate, resulting in a liquid. The liquid was distilled under reduced pressure (70-80° C./0.1 mm Hg) to give 10.5 g of a yellow liquid. The analytical data are given below.

1. additionwas added
2. additionDuring the dropwise addition
3. customwas kept at 0° C. by ice cooling
4. customThe resultant reaction liquid
5. additionwas added
6. customThe organic phase was separated
7. washwashed with a 0.5 N aqueous hydrochloric acid solution (150 ml×4), water (200 ml×3)
8. dry with materiala saturated saline solution (150 ml), and dried over anhydrous magnesium sulfate
9. filtrationThe desiccant was filtered off
10. distillationthe solvent was distilled away from the filtrate
11. customresulting in a liquid
12. distillationThe liquid was distilled under reduced pressure (70-80° C./0.1 mm Hg)