反应详情

To a solution of methyl 2-benzyl-3-[4-(4-chlorophenyl)-4-fluoropiperidin-1-yl]propionate hydrochloride in methanol (2.5 mL) was added 50% aqueous sodium hydroxide solution (1 mL) and the resulting solution heated to reflux under N2 for 14 hours. After this time the reaction was cooled and concentrated. The residue was treated with 2N hydrochloric acid (6 mL) and the mixture stirred for 1 hr. The reaction was then extracted with 2-butanone (3×10 mL) and the extracts dried over magnesium sulfate, filtered and concentrated. The oily residue was re-dissolved in EtOAc (10 mL) re-filtered and concentrated. The residue was then re-dissolved in 2-butanone and concentrated to afford a yellow foam. This material was dried under high vacuum for 16 hours to afford a 55% yield of the title compound as a yellow foam.

1. temperaturethe resulting solution heated
2. temperatureto reflux under N2 for 14 hours
3. temperatureAfter this time the reaction was cooled
4. concentrationconcentrated
5. additionThe residue was treated with 2N hydrochloric acid (6 mL)
6. extractionThe reaction was then extracted with 2-butanone (3×10 mL)
7. dry with materialthe extracts dried over magnesium sulfate
8. filtrationfiltered
9. concentrationconcentrated
10. dissolutionThe oily residue was re-dissolved in EtOAc (10 mL)
11. filtrationre-filtered
12. concentrationconcentrated
13. dissolutionThe residue was then re-dissolved in 2-butanone
14. concentrationconcentrated
15. customto afford a yellow foam
16. customThis material was dried under high vacuum for 16 hours