反应详情

2 M hydrochloric acid (20 ml) was added to a solution of {4-[1-(1-ethoxy-ethoxy)-2-phenylethyl]-1-thiophen-2-yl-cyclohexyl}dimethylamine (1.10 g, 2.73 mmol) in tetrahydrofuran (20 ml) and the reaction mixture was stirred at room temperature overnight. It was then rendered alkaline with 4 M sodium hydroxide solution and extracted with methylene chloride (4×10 ml). The combined organic phases were dried with sodium sulfate and concentrated i. vac. The crude product (956 mg) was purified by flash chromatography with cyclohexane/ethyl acetate (3:2) and then methanol. The two product fractions obtained in this way were each taken up in diethyl ether, and 2 M hydrochloric acid (20 ml) was added. The phases were separated. The acid aqueous phases were extracted with diethyl ether (3×10 ml) and thereafter rendered alkaline with 4 M sodium hydroxide solution. The aqueous phases were extracted with methylene chloride (4×10 ml). The combined organic phases were dried with sodium sulfate and concentrated i. vac.

1. extractionextracted with methylene chloride (4×10 ml)
2. dry with materialThe combined organic phases were dried with sodium sulfate
3. concentrationconcentrated i
4. customThe crude product (956 mg) was purified by flash chromatography with cyclohexane/ethyl acetate (3:2)
5. customThe two product fractions obtained in this way
6. customThe phases were separated
7. extractionThe acid aqueous phases were extracted with diethyl ether (3×10 ml)
8. extractionThe aqueous phases were extracted with methylene chloride (4×10 ml)
9. dry with materialThe combined organic phases were dried with sodium sulfate
10. concentrationconcentrated i