D,L-N,N-Didesmethyl-O-desmethyl Venlafaxine Hydrochloride

Base Information

• Chemical Name: D,L-N,N-Didesmethyl-O-desmethyl Venlafaxine Hydrochloride
• CAS No.: 135308-76-8
• Molecular Formula: C14H22ClNO2
• Molecular Weight: 271.787
• Mol file: 135308-76-8.mol

Synonyms:4-[2-Amino-1-(1-hydroxycyclohexyl)ethyl]phenol Hydrochloride;D,L-N,N-Didesmethyl-O-desmethyl Venlafaxine Hydrochloride

Chemical Property of D,L-N,N-Didesmethyl-O-desmethyl Venlafaxine Hydrochloride

Chemical Property:

• Melting Point: 104-107°C
• PSA: 66.48000
• LogP: 3.63200
• Storage Temp.: -20?C Freezer
• Solubility.: DMSO (Slightly), Methanol (Sparingly, Sonicated)

Purity/Quality:

99% ^*data from raw suppliers

D,L-N,N-Didesmethyl-O-desmethyl Venlafaxine Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A metabolite of Venlafaxine A metabolite of Venlafaxine.

Technology Process of D,L-N,N-Didesmethyl-O-desmethyl Venlafaxine Hydrochloride

There total 2 articles about D,L-N,N-Didesmethyl-O-desmethyl Venlafaxine 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: 76.0%

1-[cyano(p-benzyloxyphenyl)methyl]cyclohexanol → 1-(2-amino-1-(4-methoxyphenyl)ethyl)cyclohexanol hydrochloride (135308-76-8)

Guidance literature:

With hydrogenchloride; hydrogen; palladium 10% on activated carbon; In methanol; water; for 23h; under 2625.26 Torr;

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1-(2-amino-1-(4-methoxyphenyl)ethyl)cyclohexanol hydrochloride (135308-76-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -70 °C

1.2: 2.5 h / -70 °C

1.3: 1 h

2.1: hydrogenchloride; hydrogen / palladium 10% on activated carbon / methanol; water / 23 h / 2625.26 Torr

With hydrogenchloride; n-butyllithium; hydrogen; palladium 10% on activated carbon; In tetrahydrofuran; methanol; hexane; water;

Reference yield: 84.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1-(2-amino-1-(4-methoxyphenyl)ethyl)cyclohexanol hydrochloride (135308-76-8) → O-desmethylvenlafaxine (93413-62-8)

Guidance literature:

formaldehyd; 1-(2-amino-1-(4-methoxyphenyl)ethyl)cyclohexanol hydrochloride; With sodium hydroxide; formic acid; In water; at 100 ℃; for 5h;

In water; pH=9 - 10; Product distribution / selectivity;

upstream raw materials:

cyclohexanone

Downstream raw materials:

O-desmethylvenlafaxine

Refernces