Reacción #1140127

ord-a6032cd1162e45e580e7cd1ad548856c

Ecuación de reacción

COc1ccc2cc([C@@H](C)C(=O)O)ccc2c1
(R)-naproxen
COc1cccc([C@@]2(O)CCCC[C@@H]2CN(C)C)c1
(+)-tramadol
COc1ccc2cc([C@@H](C)C(=O)O)ccc2c1.COc1cccc([C@@]2(O)CCCC[C@@H]2CN(C)C)c1
(+)-tramadol (R)-naproxen
Rendimiento 61.5%

Reactivos

Ninguno

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrowas evaporated
  2. 2
    workup.WAITThe resulting solution was left
  3. 3
    workup.WAITstanding at room temperature and after 24 hours
  4. 4
    Otroa solid had formed
  5. 5
    FiltraciónThe solid was filtered off
  6. 6
    Lavadothe filtrate was washed with 2 mL of methanol
  7. 7
    Otrodried under vacuum (10 mm Hg) for 4 hours

Procedimiento

A solution of (R)-naproxen (925 mg, 4.02 mmol) in 3 mL of methanol was added to a solution of (+)-tramadol (530 mg, 2.01 mmol) in 1 mL of methanol. The mixture was stirred for 10 minutes and about half of the solvent was evaporated. The resulting solution was left standing at room temperature and after 24 hours a solid had formed. The solid was filtered off, the filtrate was washed with 2 mL of methanol and dried under vacuum (10 mm Hg) for 4 hours to give the methanol solvate of the 1:2 co-crystal of (+)-tramadol-(R)-naproxen as crystalline white needles (610 mg, 42%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US09393220B2uspto-grants-2016_07