Reacción #554593

ord-54144340562d45cdae022a2331d4e3cd

Ecuación de reacción

COc1cccc(C2(O)CCCCC2CN(C)C)c1.Cl
Tramadol hydrochloride
[Na+].[OH-]
sodium hydroxide
CCOC(C)=O
ethyl acetate
COc1cccc(C2(O)CCCCC2CN(C)C)c1
tramadol

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.DISSOLUTIONdissolved
  2. 2
    Otrothe ethyl acetate fraction was collected
  3. 3
    workup.DISTILLATIONFrom this fraction, ethyl acetate was distilled off

Procedimiento

Tramadol hydrochloride was dissolved in purified water. To this solution, approximately 1.5-fold molar amount of sodium hydroxide was added and dissolved therein. Then, approximately 2-fold volume of ethyl acetate was further added thereto, and the ethyl acetate fraction was collected using a separatory funnel. From this fraction, ethyl acetate was distilled off to obtain tramadol (pKa 9.41) as oil. This tramadol and an equimolar amount of 2-ethylhexanoic acid were added to methanol and uniformly mixed. Then, methanol was distilled off to synthesize 2-ethylhexanoate of tramadol as viscous oil. The obtained viscous oil was directly applied to rock salt plates and measured for its infrared absorption spectrum (FTIR8400S manufactured by Shimadzu Corp.).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08623387B2uspto-grants-2014_01