Cyclopentanol, 1-[(2-chlorophenyl)iminomethyl]-, hydrochloride

Base Information

• Chemical Name: Cyclopentanol, 1-[(2-chlorophenyl)iminomethyl]-, hydrochloride
• CAS No.: 79499-58-4
• Molecular Formula: C12H14ClNO.ClH
• Molecular Weight: 260.163
• Mol file: 79499-58-4.mol

Synonyms:1-((2-chlorophenyl)(imino)methyl)cyclopentanol hydrochloride;

Chemical Property of Cyclopentanol, 1-[(2-chlorophenyl)iminomethyl]-, hydrochloride

Chemical Property:

• Melting Point: >39°C (dec.)
• PSA: 44.08000
• LogP: 3.91470

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-[(2-Chlorophenyl)(imino)methyl]cyclopentanol Hydrochloride is an intermediate in the synthesis of Dehydro Norketamine (D229950). Dehydro Norketamine is a metabolite of Ketamine (K165300).

Technology Process of Cyclopentanol, 1-[(2-chlorophenyl)iminomethyl]-, hydrochloride

There total 3 articles about Cyclopentanol, 1-[(2-chlorophenyl)iminomethyl]-, 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: 69.0%

(1-Bromocyclopentyl)(2-chlorophenyl)methanone (6740-86-9) → 1-<(2-Chlorophenyl)iminomethyl>cyclopentanol hydrochloride (79499-58-4)

Guidance literature:

(1-Bromocyclopentyl)(2-chlorophenyl)methanone; With ammonium hydroxide; In water; at 25 ℃; for 120h;

With hydrogenchloride; In diethyl ether; isopropyl alcohol; at 0 ℃; for 3h; Cooling with ice;

Reference yield:

(±)-1-((2-chlorophenyl)(imino)methyl)cyclopentan-1-ol (79499-57-3) → 1-<(2-Chlorophenyl)iminomethyl>cyclopentanol hydrochloride (79499-58-4)

Guidance literature:

With hydrogenchloride; In diethyl ether; isopropyl alcohol; at 0 ℃; for 0.0333333h; Inert atmosphere;

DOI:10.1016/j.bmc.2013.06.047

Reference yield:

(2-chlorophenyl)(cyclopentyl)methanone (6740-85-8) → 1-<(2-Chlorophenyl)iminomethyl>cyclopentanol hydrochloride (79499-58-4)

Guidance literature:

Multi-step reaction with 3 steps

1: copper(ll) bromide / ethyl acetate / 3 h / Reflux; Inert atmosphere

2: ammonia; ammonium hydroxide / 120 h / 25 °C / Inert atmosphere

3: hydrogenchloride / diethyl ether; isopropyl alcohol / 0.03 h / 0 °C / Inert atmosphere

With hydrogenchloride; ammonium hydroxide; ammonia; copper(ll) bromide; In diethyl ether; ethyl acetate; isopropyl alcohol;

DOI:10.1016/j.bmc.2013.06.047

upstream raw materials:

(1-Bromocyclopentyl)(2-chlorophenyl)methanone

(2-chlorophenyl)(cyclopentyl)methanone

(±)-1-((2-chlorophenyl)(imino)methyl)cyclopentan-1-ol

Downstream raw materials:

(2S,6S)-(+)-2-amino-2-(2-chlorophenyl)-6-hydroxycyclohexanone hydrochloride

(S)-Norketamine

2-Bromo-6-amino-6-(2-chlorophenyl)cyclohexanone hydrobromide

norketamine

Refernces

• 1、 Jose, Jiney,Gamage, Swarna A.,Harvey, Martyn G.,Voss, Logan J.,Sleigh, James W.,Denny, William A.. "Structure-activity relationships for ketamine esters as short-acting anaesthetics". . p. 5098 - 5106. Retrieved 2013/09/02.