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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1052945Generated: October 25, 2026

Tramadol → (+)-tramadol (R)-naproxen

https://huagongshe.com/reaction/1052945

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTramadolHCID 33741—
ReactantNaproxen, (-)-HCID 169118—
SolventMethanolHCID 887—
Product(+)-tramadol (R)-naproxenHCID 13173627461.5%

Reaction Steps

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%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09393220B2
Source datasetuspto-grants-2016_07
ORD IDord-a6032cd1162e45e580e7cd1ad548856c
Source noteuspto-grants-2016_07