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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2378502Generated: November 2, 2026

Water → Cyclohexanol, 2-((dimethylamino)methyl)-1-(3-methoxyphenyl)-, hydrochloride (1:1)

https://huagongshe.com/reaction/2378502

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantDichloromethaneHCID 6344—
ReactantPotassium HydroxideHCID 14797—
ReactantHCID 178489946HCID 178489946—
ProductCyclohexanol, 2-((dimethylamino)methyl)-1-(3-methoxyphenyl)-, hydrochloride (1:1)HCID 9971980—

Reaction Conditions

Temperature15 °C

Reaction Steps

In a reaction flask 29 g tramadol salicylate salt was stirred with 87 ml water and pH was adjusted to 11-12 by 10% aqueous KOH solution. The tramadol free base was extracted with methylene chloride, organic extract washed with water, and methylene chloride was evaporated under reduced pressure. The oil obtained was dissolved in 88.0 ml methylene chloride. Stirred and cooled to 15° C. Adjusted pH to 2-2.5 by conc. HCI. Stirred for 1.0 hour at same temperature. Raised the temperature to 25-30° C. and stirred it for 30 minutes. Distilled out solvent completely under vacuum. Charged 42 ml acetone and stirred at 25-30° C. for 30 minutes. Filtered the product and washed solid with acetone. Yield=18.4 gm (85%) (cis=99.98% & trans=0.02% by HPLC area%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07470816B2
Source datasetuspto-grants-2008_12
ORD IDord-9d8496f38e66440ba33cad5a6da4f742
Source noteuspto-grants-2008_12