3-Benzofurancarboxylic acid, 6-bromo-5-(hydroperoxyacetyl)-2-((phenylthio)methyl)-, ethyl ester

Base Information

• Chemical Name: 3-Benzofurancarboxylic acid, 6-bromo-5-(hydroperoxyacetyl)-2-((phenylthio)methyl)-, ethyl ester
• CAS No.: 82039-79-0
• Molecular Formula: C₂₀H₁₇BrO₆S
• Molecular Weight: 465.321
• DSSTox Substance ID: DTXSID30231547
• Wikidata: Q83112491
• Mol file: 82039-79-0.mol

Synonyms:3-Benzofurancarboxylic acid, 6-bromo-5-(hydroperoxyacetyl)-2-((phenylthio)methyl)-, ethyl ester;82039-79-0;5-(2-Phenylthiomethyl-3-carbethoxy-6-bromobenzofuryl)oxyacetic acid;3-Benzofurancarboxylic acid, 6-bromo-5-(carboxymethoxy)-2-((phenylthio)methyl)-, 3-ethyl ester;6-Bromo-5-(hydroperoxyacetyl)-2-((phenylthio)methyl)-3-benzofurancarboxylic acid ethyl ester;C20H17BrO6S;C20-H17-Br-O6-S;DTXSID30231547;LS-34979

Chemical Property of 3-Benzofurancarboxylic acid, 6-bromo-5-(hydroperoxyacetyl)-2-((phenylthio)methyl)-, ethyl ester

Chemical Property:

• Vapor Pressure: 5.86E-16mmHg at 25°C
• Boiling Point: 614.5°Cat760mmHg
• Flash Point: 325.5°C
• PSA: 111.27000
• Density: 1.58g/cm³
• LogP: 5.12770
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 9
• Exact Mass: 463.99292
• Heavy Atom Count: 28
• Complexity: 541

Purity/Quality:

3-BENZOFURANCARBOXYLIC ACID, 6-BROMO-5-(CARBOXYMETHOXY)-2-((PHENYLTHIO)METHYL)-, 3-ETHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=C(OC2=CC(=C(C=C21)OCC(=O)O)Br)CSC3=CC=CC=C3

Technology Process of 3-Benzofurancarboxylic acid, 6-bromo-5-(hydroperoxyacetyl)-2-((phenylthio)methyl)-, ethyl ester

There total 5 articles about 3-Benzofurancarboxylic acid, 6-bromo-5-(hydroperoxyacetyl)-2-((phenylthio)methyl)-, 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:

ethyl 5-bromo-4-hydroxy-2-methylbenzofuran-3-carboxylate (7287-41-4) → 5-(2-Phenylthiomethyl-3-carbethoxy-6-bromobenzofuryl)oxyacetic acid (82039-79-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 97.7 percent / triethylamine / 3 h / Heating

2: 89.4 percent / NBS, benzoyl peroxide / CCl₄ / 5 h / Heating; Irradiation

3: KOH / ethanol / 3 h

4: conc. HCl / 1 h / Heating

5: 1.) CH₃ONa, 2.) aq. NaOH / 1.) CH₃OH, reflux, 1 h, 2.) reflux, 10 min

With hydrogenchloride; potassium hydroxide; sodium hydroxide; N-Bromosuccinimide; Perbenzoic acid; sodium methylate; triethylamine; In tetrachloromethane; ethanol;

DOI:10.1007/BF00777267

Reference yield:

ethyl 5-acetoxy-6-bromo-2-methylbenzofuran-3-carboxylate (82039-75-6) → 5-(2-Phenylthiomethyl-3-carbethoxy-6-bromobenzofuryl)oxyacetic acid (82039-79-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 89.4 percent / NBS, benzoyl peroxide / CCl₄ / 5 h / Heating; Irradiation

2: KOH / ethanol / 3 h

3: conc. HCl / 1 h / Heating

4: 1.) CH₃ONa, 2.) aq. NaOH / 1.) CH₃OH, reflux, 1 h, 2.) reflux, 10 min

With hydrogenchloride; potassium hydroxide; sodium hydroxide; N-Bromosuccinimide; Perbenzoic acid; sodium methylate; In tetrachloromethane; ethanol;

DOI:10.1007/BF00777267

Reference yield:

2-Bromomethyl-3-ethoxycarbonyl-5-acetoxy-6-bromobenzofuran (82039-76-7) → 5-(2-Phenylthiomethyl-3-carbethoxy-6-bromobenzofuryl)oxyacetic acid (82039-79-0)

Guidance literature:

Multi-step reaction with 3 steps

1: KOH / ethanol / 3 h

2: conc. HCl / 1 h / Heating

3: 1.) CH₃ONa, 2.) aq. NaOH / 1.) CH₃OH, reflux, 1 h, 2.) reflux, 10 min

With hydrogenchloride; potassium hydroxide; sodium hydroxide; sodium methylate; In ethanol;

DOI:10.1007/BF00777267

upstream raw materials:

2-Phenylthiomethyl-3-carbethoxy-5-hydroxy-6-bromobenzofuran

ethyl 5-bromo-4-hydroxy-2-methylbenzofuran-3-carboxylate

ethyl 5-acetoxy-6-bromo-2-methylbenzofuran-3-carboxylate

2-Bromomethyl-3-ethoxycarbonyl-5-acetoxy-6-bromobenzofuran