Reacción #81618

Ecuación de reacción

4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-oxobutyl]-2,2-dimethylphenethyl acetate

sodium hydroxide

→

title compound

4-[4-[4-(Hydroxydiphenylmethyl)-1-piperidinyl]-1-oxobutyl]-2,2-dimethylphenethyl alcohol

Disolventes

methanol

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturaat reflux for 1.5 hours
2. 2
   Otroevaporate the solvent in vacuo to a residue (700 mL)
3. 3
   workup.STIRRINGAdd chloroform (1L) and stir until solids
4. 4
   workup.DISSOLUTIONare dissolved
5. 5
   OtroSeparate the organic phase
6. 6
   Extracciónextract the aqueous phase with chloroform (3×300 mL)
7. 7
   SecadoCombine the organic phases, dry (MgSO4)
8. 8
   Otroevaporate the solvent in vacuo
9. 9
   Otrorecrystallize (toluene)

Procedimiento

Dissolve 4-[4-[4-(hydroxydiphenylmethyl)-1-piperidinyl]-1-oxobutyl]-2,2-dimethylphenethyl acetate (69.0 g, 0.131 mol) in methanol (2.5L) and add 10% aqueous sodium hydroxide (769 mL, 1.92 mol). Stir at reflux for 1.5 hours, cool to 68° C. and evaporate the solvent in vacuo to a residue (700 mL). Add chloroform (1L) and stir until solids are dissolved. Separate the organic phase and extract the aqueous phase with chloroform (3×300 mL). Combine the organic phases, dry (MgSO4) and evaporate the solvent in vacuo and recrystallize (toluene) to give the title compound as a cream-colored powder; mp 135°-137° C.

Fuente