Hexanoic acid, 6-[[(4-methylphenyl)sulfonyl]oxy]-, ethyl ester

Base Information

• Chemical Name: Hexanoic acid, 6-[[(4-methylphenyl)sulfonyl]oxy]-, ethyl ester
• CAS No.: 122822-50-8
• Molecular Formula: C15H22O5S
• Molecular Weight: 314.403
• DSSTox Substance ID: DTXSID10453609
• Nikkaji Number: J1.059.749H
• Wikidata: Q82274788
• Mol file: 122822-50-8.mol

Synonyms:122822-50-8;Hexanoic acid, 6-[[(4-methylphenyl)sulfonyl]oxy]-, ethyl ester;Ethyl 6-(4-methylphenyl)sulfonyloxyhexanoate;Ethyl 6-(tosyloxy)hexanoate;SCHEMBL5245970;DTXSID10453609;ZOLUAGQMLFCVNO-UHFFFAOYSA-N;6-(Tosyloxy)hexanoic acid ethyl ester;WS-03179;D95449;Ethyl 6-{[(4-methylphenyl)sulfonyl]oxy}hexanoate;ETHYL 6-[(4-METHYLBENZENESULFONYL)OXY]HEXANOATE

Chemical Property of Hexanoic acid, 6-[[(4-methylphenyl)sulfonyl]oxy]-, ethyl ester

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 10
• Exact Mass: 314.11879497
• Heavy Atom Count: 21
• Complexity: 391

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCCCCOS(=O)(=O)C1=CC=C(C=C1)C

Technology Process of Hexanoic acid, 6-[[(4-methylphenyl)sulfonyl]oxy]-, ethyl ester

There total 1 articles about Hexanoic acid, 6-[[(4-methylphenyl)sulfonyl]oxy]-, ethyl ester 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: 97.0%

6-hydroxy-hexanoic acid ethyl ester (5299-60-5) + p-toluenesulfonyl chloride (98-59-9) → 6-<(4-methylbenzenesulfonyl)oxy>hexanoic acid, ethyl ester (122822-50-8)

Guidance literature:

With calcium hydroxide; trimethylamine hydrochloride; triethylamine; In dichloromethane; 1.) 0-5 deg C, 1 h, 2.) room temperature, 3 h;

DOI:10.1016/S0040-4020(99)00002-2

Reference yield: 95.0%

6-<(4-methylbenzenesulfonyl)oxy>hexanoic acid, ethyl ester (122822-50-8) + phenylmagnesium bromide (100-58-3) → 6-phenylhexanoic acid ethyl ester (52692-51-0)

Guidance literature:

phenylmagnesium bromide; With ZnI₂(tmeda); In tetrahydrofuran;

6-<(4-methylbenzenesulfonyl)oxy>hexanoic acid, ethyl ester; With iron(III) chloride; In tetrahydrofuran; at 0 - 25 ℃;

DOI:10.1021/ol901610a

Reference yield: 88.0%

6-<(4-methylbenzenesulfonyl)oxy>hexanoic acid, ethyl ester (122822-50-8) + cyclohexanylcarbonyl chloride (2719-27-9) → ethyl 3-cyclohexyl-3-oxo-2-(4-p-toluenesulfonyloxybutyl)propanoate

Guidance literature:

6-<(4-methylbenzenesulfonyl)oxy>hexanoic acid, ethyl ester; cyclohexanylcarbonyl chloride; With 1-methyl-1H-imidazole; In dichloromethane; at -45 ℃; for 0.166667h;

With tributyl-amine; titanium tetrachloride; In dichloromethane; at -45 ℃; for 0.5h;

DOI:10.1021/ja043833o

upstream raw materials:

6-hydroxy-hexanoic acid ethyl ester

p-toluenesulfonyl chloride

Downstream raw materials:

7-hydroxy-7-phenyl-heptanoic acid ethyl ester

decane

icosane

9-(phenyl)-nonanoic acid ethyl ester