反应详情

Dissolve 2-[4-(4-chloro-butyryl)-phenyl]-2-methyl-propionic acid, ethyl ester (15.0 g, 49.53 mmol) and α,α-diphenyl-4-piperidinemethanol (29.66 g, 106.4 mmol) in xylene (60 mL). Reflux for 5.5 hours, cool in an ice bath, filter and wash with cold xylenes (25 mL). Filter the filtrate though silica gel (20 g) and wash the gel with xylenes (40 mL). Add xylene (60 mL) and concentrated hydrochloric acid (6.45 g, 65.6 mmol) with stirring. Add additional xylenes (−40 mL) and stir for 2 hour. Filter, wash with xylene (50 mL), vacuum dry and slurry with a mixture of ethanol (60 mL) and hexane (120 mL) at 70-72° C. for 30 minutes. Filter, wash with 3:1 v/v solution of n-heptane/ethanol (30 mL) and dry to give the title compound as a light white solid (19.7 g, 70%); mp 206-208° C.

1. temperatureReflux for 5.5 hours
2. temperaturecool in an ice bath
3. filtrationfilter
4. washwash with cold xylenes (25 mL)
5. filtrationFilter the filtrate though silica gel (20 g)
6. washwash the gel with xylenes (40 mL)
7. filtrationFilter
8. washwash with xylene (50 mL), vacuum
9. customdry
10. additionslurry with a mixture of ethanol (60 mL) and hexane (120 mL) at 70-72° C. for 30 minutes
11. filtrationFilter
12. washwash with 3:1 v/v solution of n-heptane/ethanol (30 mL)
13. customdry