反应详情

In 20 ml of chloroform was dissolved 2.19 g (10 mmol) of N-benzoyl-4-hydroxymethylpiperidine (C) and to the resulting solution was added 2.08 g (10 mmol) of phosphorus pentachloride. The resulting mixture was stirred at room temperature for 1 hour. After the completion of the reaction, thereto was added 20 ml of chloroform and the resulting mixture was poured into 50 ml of iced water to separate an organic layer. The organic layer was washed with 50 ml of a saturated aqueous solution of sodium hydrogencarbonate and dried over 4 g of anhydrous magnesium sulfate. Then, the solvent was removed by distillation to obtain 3.03 g of an oily matter. The oily matter was subjected to silica gel column chromatography (stationary phase: 50 g of Silicagel 60 available from Merck KGaA). The fraction eluted with a hexane/ethyl acetate mixture (1:1 (v/v)) was collected. The solvent was removed by distillation from the obtained fraction to obtain 1.33 g of N-benzoyl-4-chloromethylpiperidine (D) as a colorless crystal. The NMR spectrum of this compound coincided with that of the product in Example 3.

1. customAfter the completion of the reaction
2. customto separate an organic layer
3. washThe organic layer was washed with 50 ml of a saturated aqueous solution of sodium hydrogencarbonate
4. dry with materialdried over 4 g of anhydrous magnesium sulfate
5. customThen, the solvent was removed by distillation
6. customto obtain 3.03 g of an oily matter
7. washThe fraction eluted with a hexane/ethyl acetate mixture (1:1 (v/v))
8. customwas collected
9. customThe solvent was removed by distillation from the obtained fraction