反应详情

A mixture of 3.94 g of 3-(4-piperidyl)-1,2-benzisoxazole hydrochloride, 4.60 g of 4-chloro-1,1-bis(4-fluorophenyl)butane, 4.95 g of anhydrous potassium carbonate, a few crystals of potassium iodide and 85 ml of dimethylformamide were stirred and heated at 90° for 8 hrs and then stirred at ambient temperature over the weekend. The mixture was poured into water and extracted with ethyl acetate and saturated sodium chloride solution, dried over anhydrous magnesium sulfate and the solvent was removed in vacuo to yield an oil. The oil was dissolved in anhydrous diethyl ether and a sautrated hydrogen chloride-ether solution was added dropwise to precipitate a gum. The gum was recrystallized from ethyl acetate-ether to yield a solid. The mother liquor was concentrated to yield an additional solid. The solids were combined and recrystallized twice from ethyl acetate-ether to yield 2.35 g (29.5%) of product, mp, 156°-157°.

1. temperatureheated at 90° for 8 hrs
2. extractionextracted with ethyl acetate and saturated sodium chloride solution
3. dry with materialdried over anhydrous magnesium sulfate
4. customthe solvent was removed in vacuo
5. customto yield an oil
6. customto precipitate a gum
7. customThe gum was recrystallized from ethyl acetate-ether
8. customto yield a solid
9. concentrationThe mother liquor was concentrated
10. customto yield an additional solid
11. customrecrystallized twice from ethyl acetate-ether