O-Desmethyl Tramadol Hydrochloride

Base Information

• Chemical Name: O-Desmethyl Tramadol Hydrochloride
• CAS No.: 16412-54-7
• Molecular Formula: C15H23NO2.ClH
• Molecular Weight: 285.814
• Hs Code.: 2922509090
• UNII: XL5VDC061E
• Wikidata: Q27293887
• Mol file: 16412-54-7.mol

Synonyms:O-demethyl tramadol;O-demethyltramadol;O-demethyltramadol hydrochloride;O-desmethyltramadol;tramadol M1 metabolite

Chemical Property of O-Desmethyl Tramadol Hydrochloride

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 3.37E-08mmHg at 25°C
• Melting Point: 219-221 °C
• Boiling Point: 431.1 °C at 760 mmHg
• Flash Point: 214.5 °C
• PSA: 43.70000
• LogP: 3.13360
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 285.1495567
• Heavy Atom Count: 19
• Complexity: 269

Purity/Quality:

99% ^*data from raw suppliers

racO-DesmethylTramadolHCl ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(C)CC1CCCCC1(C2=CC(=CC=C2)O)O.Cl
• Isomeric SMILES: CN(C)C[C@H]1CCCC[C@@]1(C2=CC(=CC=C2)O)O.Cl
• Uses: A metabolite of Tramadol, an analgesic

Technology Process of O-Desmethyl Tramadol Hydrochloride

There total 2 articles about O-Desmethyl Tramadol Hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 86.0%

(±)-cis-2-[(dimethylamino)methyl]-1-(3-hydroxyphenyl)cyclohexanol (73986-53-5,80456-81-1,144830-14-8,144830-15-9) → (+/-)-mono-O-demethyltramadol hydrochloride (16412-54-7,185453-02-5)

Guidance literature:

With hydrogenchloride; In isopropyl alcohol; at 25 ℃; Cooling with ice;

Reference yield:

tramadol hydrochloride (36282-47-0,22204-88-2) → (+/-)-mono-O-demethyltramadol hydrochloride (16412-54-7,185453-02-5)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium hydroxide / water / 0.25 h / 20 °C

2: diisobutylaluminium hydride / toluene / 23 h / Cooling with ice; Inert atmosphere; Reflux

3: hydrogenchloride / isopropyl alcohol / 25 °C / Cooling with ice

With hydrogenchloride; diisobutylaluminium hydride; sodium hydroxide; In water; isopropyl alcohol; toluene;

Reference yield: 62.0%

4-acetaminophenol (103-90-2,8055-08-1) + (+/-)-mono-O-demethyltramadol hydrochloride (16412-54-7,185453-02-5) → (rac)-O-desmethyl-tramadol hydrochloride paracetamol salt

Guidance literature:

In methanol; dichloromethane; at 0 ℃; Product distribution / selectivity; Heating;

upstream raw materials:

tramadol hydrochloride

(±)-cis-2-[(dimethylamino)methyl]-1-(3-hydroxyphenyl)cyclohexanol

Refernces