3-(4-chlorophenyl)propyl methanesulfonate

Base Information

• Chemical Name: 3-(4-chlorophenyl)propyl methanesulfonate
• CAS No.: 61440-60-6
• Molecular Formula: C10H13ClO3S
• Molecular Weight: 248.73
• Mol file: 61440-60-6.mol

Synonyms:3-(4-chlorophenyl)propyl methanesulfonate

Chemical Property of 3-(4-chlorophenyl)propyl methanesulfonate

Chemical Property:

• PSA: 51.75000
• LogP: 3.32960

Purity/Quality:

98.5% ^*data from raw suppliers

3-(4-Chlorophenyl)propyl methanesulfonate >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 3-(4-Chlorophenyl)propyl Mesylate is a useful reagent in the synthesis of Tiprolisant; a medication for the treatment of excessive daytime sleepiness in adults with narcolepsy.

Technology Process of 3-(4-chlorophenyl)propyl methanesulfonate

There total 4 articles about 3-(4-chlorophenyl)propyl methanesulfonate 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: 90.0%

3-(p-chlorophenyl)propanol (6282-88-8) + methanesulfonyl chloride (124-63-0) → methanesulfonic acid 3-(4-chlorophenyl)-propyl ester (61440-60-6)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 1h;

Reference yield:

3-(4-chlorophenyl)propanoic acid (2019-34-3) + methanesulfonyl chloride (124-63-0) → methanesulfonic acid 3-(4-chlorophenyl)-propyl ester (61440-60-6)

Guidance literature:

3-(4-chlorophenyl)propanoic acid; With borane; In tetrahydrofuran; at 0 ℃; for 4h;

methanesulfonyl chloride; With triethylamine; In tetrahydrofuran; at 0 - 20 ℃; for 4h; Further stages.;

DOI:10.1021/jm020291h

Reference yield:

methane sulfonyl chloride + 3-(p-chlorophenyl)propanol (6282-88-8) → methanesulfonic acid 3-(4-chlorophenyl)-propyl ester (61440-60-6)

Guidance literature:

With hydrogenchloride; triethylamine; In dichloromethane;

upstream raw materials:

3-(p-chlorophenyl)propanol

methanesulfonyl chloride

3-(4-chlorophenyl)propanoic acid

Downstream raw materials:

pitolisant

S-[3-(4-chlorophenyl)propyl]ethanethioate

ethyl 4-[3-(p-chlorophenyl)propylamino]benzoate

4-[bis[3-(p-chlorophenyl)propyl]amino]benzoic acid, ethyl ester

Refernces

• 1、 Terasaka, Tadashi,Kinoshita, Takayoshi,Kuno, Masako,Seki, Nobuo,Tanaka, Kohichiro,Nakanishi, Isao. "Structure-based design, synthesis, and structure-activity relationship studies of novel non-nucleoside adenosine deaminase inhibitors". . p. 3730 - 3743. Retrieved 2007/10/03.
• 2、 Goosen, Andre,Marais, Charles F.,McCleland, Cedric W.,Rinaldi, Fabrizio C.. "Reactions of γ-arylalkanols via aryl radical cation and alkoxyl radical intermediates. Part 3. Reactions of 3-arylprop-1-yl hydroperoxides with iron(II) in the presence of copper(II)". . p. 1227 - 1236. Retrieved 2007/10/02.