2-(4-Acetoxyphenyl)benzothiophene

Base Information

• Chemical Name: 2-(4-Acetoxyphenyl)benzothiophene
• CAS No.: 132932-62-8
• Molecular Formula: C16H12 O S
• Molecular Weight: 252.337
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70432314
• Wikidata: Q72434387
• Mol file: 132932-62-8.mol

Synonyms:132932-62-8;2-(4-ACETOXYPHENYL)BENZOTHIOPHENE;[4-(1-benzothiophen-2-yl)phenyl] acetate;4-(Benzo[b]thiophen-2-yl)phenyl acetate;4-(1-BENZOTHIOPHEN-2-YL)PHENYL ACETATE;SCHEMBL7639250;DTXSID70432314;2-(4-acetoxyphenyl)benzo[b]thiophene;AKOS015914300;4-(Benzo[b]thiophen-2-yl)phenylacetate;FT-0702069;A806534

Chemical Property of 2-(4-Acetoxyphenyl)benzothiophene

Chemical Property:

• PSA: 54.54000
• Density: 1.202
• LogP: 4.49360
• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 268.05580079
• Heavy Atom Count: 19
• Complexity: 323

Purity/Quality:

98%min ^*data from raw suppliers

2-(4-Acetoxyphenyl)benzothiophene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OC1=CC=C(C=C1)C2=CC3=CC=CC=C3S2

Technology Process of 2-(4-Acetoxyphenyl)benzothiophene

There total 19 articles about 2-(4-Acetoxyphenyl)benzothiophene 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: 98.0%

benzo[b]thiophene-2-boronic acid (98437-23-1) + p-bromobenzoylmethylenetriphenylphosphorane (1777-57-7) → 2-(p-acetylphenyl)benzothiophene (132932-62-8) + 4-(1-benzothiophen-2-yl)benzoylmethylidenetriphenylphosphorane

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,2-dimethoxyethane; at 75 ℃; for 10h;

DOI:10.1039/b202745n

Reference yield: 94.0%

para-bromoacetophenone (99-90-1) + Benzo[b]thiophene (95-15-8,11095-43-5) → 2-(p-acetylphenyl)benzothiophene (132932-62-8)

Guidance literature:

With C₂₇H₂₂N₄O₂Pd; potassium carbonate; Trimethylacetic acid; In N,N-dimethyl acetamide; at 110 ℃; for 18h; Schlenk technique; Inert atmosphere;

DOI:10.1002/aoc.3956

Reference yield: 92.0%

benzo[b]thiophene-2-boronic acid (98437-23-1) + para-bromoacetophenone (99-90-1) → 2-(p-acetylphenyl)benzothiophene (132932-62-8)

Guidance literature:

With potassium phosphate; [(N,N-bis(diphenylphosphanylmethyl)-2-aminopyridine)PdCl₂]; In ethanol; N,N-dimethyl-formamide; at 78 ℃; for 1.5h; Inert atmosphere; Schlenk technique;

DOI:10.1016/j.tet.2015.04.052

upstream raw materials:

para-bromoacetophenone

Benzo[b]thiophene

4-Iodoacetophenone

2-(tributylstannyl)benzothiophene

Refernces

• 1、 Guo, Bin,Li, Hong-Xi,Zha, Cheng-Hao,Young, David James,Li, Hai-Yan,Lang, Jian-Ping. "Visible-Light-Enhanced Suzuki–Miyaura Reactions of Aryl Chlorides in Water with Pd NPs Supported on a Conjugated Nanoporous Polycarbazole". . p. 1421 - 1427. Retrieved 2019/02/26.
• 2、 -. "Method for synthesizing benzothiophene derivative by catalysis of dihalogenated aromatics by copper". Paragraph 0026; 0052. . Retrieved 2018/08/28.