(+)-N-Desmethyl Tramadol

Base Information

• Chemical Name: (+)-N-Desmethyl Tramadol
• CAS No.: 147762-57-0
• Molecular Formula: C₁₅H₂₃NO₂
• Molecular Weight: 249.353
• Mol file: 147762-57-0.mol

Synonyms:Cyclohexanol,1-(3-methoxyphenyl)-2-[(methylamino)methyl]-, cis-(+)-;

Chemical Property of (+)-N-Desmethyl Tramadol

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.531
• Boiling Point: 389.494 °C at 760 mmHg
• PKA: 14.46±0.40(Predicted)
• Flash Point: 189.359 °C
• PSA: 41.49000
• Density: 1.055 g/cm³
• LogP: 2.68330
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

Purity/Quality:

99% ^*data from raw suppliers

(+)-N-DesmethylTramadol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (+)-N-Desmethyl Tramadol

There total 6 articles about (+)-N-Desmethyl Tramadol 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:

tramadol hydrochloride (36282-47-0,22204-88-2) → (±)-cis-2-[(dimethylamino)methyl]-1-(3-hydroxyphenyl)cyclohexanol (73986-53-5,80456-81-1,144830-14-8,144830-15-9) + (±)-cis-2-[(methylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol (147762-57-0,75377-45-6)

Guidance literature:

With titanium dioxide P-25; water; at 25 ℃; for 0.25h; Kinetics; Photolysis;

DOI:10.1016/j.apcata.2016.02.005

Reference yield:

C18H27NO4 (1426536-05-1) → 2-methylaminomethyl-1-(3-methoxyphenyl)-cyclohexanol (73806-55-0,147762-57-0,75377-45-6)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 5 - 10 ℃; for 3h;

Reference yield:

C11H19NO3 (1426536-04-0) → 2-methylaminomethyl-1-(3-methoxyphenyl)-cyclohexanol (73806-55-0,147762-57-0,75377-45-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran / 0.75 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / 3 h / 5 - 10 °C

With n-butyllithium; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

upstream raw materials:

C₁₁H₁₉NO₃

C₁₈H₂₇NO₄

tramadol hydrochloride

(±)-cis-2-[(methylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol

Downstream raw materials:

(+)-N-desmethyltramadol

(-)-N-desmethyltramadol

Refernces

• 1、 Antonopoulou, Maria,Konstantinou, Ioannis. "Photocatalytic degradation and mineralization of tramadol pharmaceutical in aqueous TiO2 suspensions: Evaluation of kinetics, mechanisms and ecotoxicity". . p. 136 - 143. Retrieved 2016/02/26.