Reacción #428902

Ecuación de reacción

4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-α,α-dimethylbenzeneacetic acid hydrochloride hydrate

water

→

title compound

Rendimiento 95.1%

4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-α,α-dimethylbenzeneacetic acid hydrochloride

Rendimiento 95.1%

Disolventes

acetone

Condiciones de reacción

Tratamiento posterior

1. 1
   FiltraciónFilter
2. 2
   Filtraciónthrough filter aid
3. 3
   Lavadowash the filter cake with acetone (30 mL)
4. 4
   LavadoWash the filtercake with acetone (22 mL)
5. 5
   Temperaturareflux filtrate
6. 6
   Otroslowly add ethyl acetate (32 mL over 15 minutes)
7. 7
   Temperaturaat reflux
8. 8
   TemperaturaReflux for 10 minutes
9. 9
   Temperaturaslowly add additional ethyl acetate (23 mL over 10 minutes) and reflux for an additional 15 minutes
10. 10
    workup.ADDITIONAdd additional ethyl acetate (60 mL over 5-10 minutes)
11. 11
    Temperaturacontinue refluxing for 15 minutes
12. 12
    Filtraciónfilter the solid
13. 13
    Lavadowash with ethyl acetate (85 mL)
14. 14
    OtroVacuum dry at 55° C. for 1.5 hours

Procedimiento

Treat 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-hydroxybutyl]-α,α-dimethylbenzeneacetic acid hydrochloride hydrate (Form II) (20.0 g, 0.0355 mol) with deionized water (2 g) and add acetone (60 mL) in small portions over several minutes with stirring. Filter through filter aid and wash the filter cake with acetone (30 mL). Wash the filtercake with acetone (22 mL), reflux filtrate and then slowly add ethyl acetate (32 mL over 15 minutes) keeping the mixture at reflux. Reflux for 10 minutes, then slowly add additional ethyl acetate (23 mL over 10 minutes) and reflux for an additional 15 minutes. Add additional ethyl acetate (60 mL over 5-10 minutes) and continue refluxing for 15 minutes. Cool to approximately 8° C. in an ice bath, filter the solid and wash with ethyl acetate (85 mL). Vacuum dry at 55° C. for 1.5 hours to give the title compound (18.16 g, 95%).

Fuente