反应详情

温度

10 °C

To 1,2-dimethoxyethane (5 mL) suspension of 1.00 g of 1-(3-(2-(1-benzothiophen-5-yl)ethoxy)propionyl)azetidin-3-ol was added 0.37 g of sodium borohydride, which was then cooled to 10° C. Thereto was dropwise added 2.46 mL of 4.0 mol/L hydrogen chloride/dioxane at 5 to 15° C. for 10 minutes, which was then stirred at same temperature for 1 hour, at room temperature for 3.5 hours and at 35 to 40° C. for 6 hours. After cooling, thereto was dropwise added 3.27 mL of 6.0 mol/L hydrochloric acid, which was then stirred at 65 to 70° C. for 1.5 hours. To the reaction mixture were added water and ethyl acetate, and the pH was adjusted to 10.0 with 2.0 mol/L sodium hydroxide aqueous solution. The organic layer was separated, washed sequentially with water and saturated sodium chloride aqueous solution. Thereto were added anhydrous magnesium sulfate and activated carbon. After insoluble matter was filtered off, the solvent was distilled off under reduced pressure. To the resultant residue was added 0.36 g of maleic acid, which was solidified from a mixed solvent (5 mL) of ethyl acetate:2-propanol (4:1) to provide 0.93 g of 1-(3-(2-(1-benzothiophen-5-yl)ethoxy)propyl)azetidin-3-ol maleate as colorless crystal form.

1. customat 5 to 15° C.
2. customfor 10 minutes
3. temperatureAfter cooling
4. stirringwas then stirred at 65 to 70° C. for 1.5 hours
5. customThe organic layer was separated
6. washwashed sequentially with water and saturated sodium chloride aqueous solution
7. additionThereto were added anhydrous magnesium sulfate and activated carbon
8. filtrationAfter insoluble matter was filtered off
9. distillationthe solvent was distilled off under reduced pressure
10. additionTo the resultant residue was added 0.36 g of maleic acid, which