Benzoic acid, 4-[2-[(2-oxoethyl)thio]ethyl]-, methyl ester

Base Information

• Chemical Name: Benzoic acid, 4-[2-[(2-oxoethyl)thio]ethyl]-, methyl ester
• CAS No.: 872674-37-8
• Molecular Formula: C12H14O3S
• Molecular Weight: 238.307
• DSSTox Substance ID: DTXSID30468553
• Wikidata: Q82295804
• Mol file: 872674-37-8.mol

Synonyms:Benzoic acid, 4-[2-[(2-oxoethyl)thio]ethyl]-, methyl ester;872674-37-8;DTXSID30468553

Chemical Property of Benzoic acid, 4-[2-[(2-oxoethyl)thio]ethyl]-, methyl ester

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 238.06636548
• Heavy Atom Count: 16
• Complexity: 222

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)CCSCC=O

Technology Process of Benzoic acid, 4-[2-[(2-oxoethyl)thio]ethyl]-, methyl ester

There total 2 articles about Benzoic acid, 4-[2-[(2-oxoethyl)thio]ethyl]-, methyl 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:

methyl 4-[2-[(2,2-diethoxyethyl)thio]ethyl]benzoate (872674-36-7) → methyl 4-[2-[(2-oxoethyl)thio]ethyl]benzoate (872674-37-8)

Guidance literature:

With trifluoroacetic acid; In chloroform; for 1.5h;

DOI:10.1021/jm0507882

Reference yield:

4-(2-mercaptopropyl)benzoic acid methyl ester (155172-15-9) → methyl 4-[2-[(2-oxoethyl)thio]ethyl]benzoate (872674-37-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaH / tetrahydrofuran

1.2: 86 percent / tetrahydrofuran / 2 h / 55 °C

2.1: aq. TFA / CHCl₃ / 1.5 h

With sodium hydride; trifluoroacetic acid; In tetrahydrofuran; chloroform;

DOI:10.1021/jm0507882

Reference yield:

methyl 4-[2-[(2-oxoethyl)thio]ethyl]benzoate (872674-37-8) + 5-chloro-2-methylindole (1075-35-0) → methyl 4-[2-[[2-(5-chloro-2-methyl-1H-indol-3-yl)ethyl]thio]ethyl]benzoate (872674-38-9)

Guidance literature:

With triethylsilane; trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jm0507882

upstream raw materials:

methyl 4-[2-[(2,2-diethoxyethyl)thio]ethyl]benzoate

4-(2-mercaptopropyl)benzoic acid methyl ester

Downstream raw materials:

methyl 4-[2-[[2-(5-chloro-2-methyl-1H-indol-3-yl)ethyl]thio]ethyl]benzoate

methyl 4-[2-[[2-[5-chloro-1-(diphenylmethyl)-2-methyl-1H-indol-3-yl]ethyl]thio]ethyl]benzoate

methyl 4-[2-[[2-[5-chloro-1-(diphenylmethyl)-2-methyl-1H-indol-3-yl]ethyl]sulfinyl]ethyl]benzoate

methyl 4-[2-[[2-[5-chloro-1-(diphenylmethyl)-2-methyl-1H-indol-3-yl]ethyl]sulfonyl]ethyl]benzoate