HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2378503Generated: October 31, 2026
Benzoate → Cyclohexanol, 2-((dimethylamino)methyl)-1-(3-methoxyphenyl)-, hydrochloride (1:1)
https://huagongshe.com/reaction/2378503
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Benzoate | HCID 242 | — |
| Reactant | 2-((Dimethylamino)methyl)-1-(3-methoxyphenyl)cyclohexanol | HCID 5523 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Isopropanol hydrochloride | HCID 21912024 | — |
| Reactant | HCID 178489946 | HCID 178489946 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | Cyclohexanol, 2-((dimethylamino)methyl)-1-(3-methoxyphenyl)-, hydrochloride (1:1) | HCID 9971980 | — |
Reaction Steps
In a reaction flask 160 g tramadol salicylate (or benzoate) salt was stirred with about 800 ml water and pH was adjusted to 11-12 by 30% aqueous NaOH solution. The tramadol free base was extracted with toluene, washed with water, and toluene was evaporated under reduced pressure. The oil obtained (about 100 gm) was dissolved in 300 ml isopropyl alcohol. In a separate flask HCI gas was passed in isopropyl alcohol. This isopropyl alcohol-HCI solution was added to tramadol base solution in isopropyl alcohol at about 30° C. till the pH attained 3-4. The mixture was stirred, heated to about 75° C., and then cooled to 0-5° C. The precipitated product was filtered, washed with chilled isopropyl alcohol and dried to obtain 92 gm Tramadol hydrochloride (cis=99.95% & trans=0.05%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07470816B2 |
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| Source dataset | uspto-grants-2008_12 |
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| ORD ID | ord-2e406fb06f2b49d1b7575553e6630f2a |
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| Source note | uspto-grants-2008_12 |
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