反应详情

温度

-5 °C

Combine 3-(3,4-dimethoxyphenyl)--3-(2-hydroxyethyl)pyrrolidine (5.34 g, 21.2 mmol) and sodium carbonate (1.24 g, 11.7 mmol) in ethyl acetate/water (4/1) (120 mL). Cool the reaction mixture to -5° C. with an salt-ice bath. Slowly, add 2-methoxy-5-(1H-tetrazol-1-yl)benzoyl chloride (22.3 mmol) as a solution in ethyl acetate (60 mL) at a rate such that the temperature of the reaction mixture does not rise above 0° C. Maintain the reaction temperature at about 0° C. After 18 hours, separate the organic layer. Extract the organic layer twice with 1M aqueous hydrochloric acid solution, saturated solution of sodium bicarbonate, water and a saturated solution of sodium chloride. Dry the organic layer over Na2SO4, filter, and concentrate in vacuo to obtain a residue. Combine the aqueous layers and neutralize with a saturated solution of sodium bicarbonate. Extract the neutralized aqueous layers with dichloromethane. Dry the organic layer over Na2SO4, filter, and concentrate in vacuo to obtain the title compound.

1. customdoes not rise above 0° C
2. temperatureMaintain the reaction temperature at about 0° C
3. customseparate the organic layer
4. extractionExtract the organic layer twice with 1M aqueous hydrochloric acid solution, saturated solution of sodium bicarbonate, water
5. dry with materialDry the organic layer over Na2SO4
6. filtrationfilter
7. concentrationconcentrate in vacuo
8. customto obtain a residue
9. extractionExtract the neutralized aqueous layers with dichloromethane
10. dry with materialDry the organic layer over Na2SO4
11. filtrationfilter
12. concentrationconcentrate in vacuo