Benzenebutanoic acid, 4-acetyl-

Base Information

• Chemical Name: Benzenebutanoic acid, 4-acetyl-
• CAS No.: 100117-48-4
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• DSSTox Substance ID: DTXSID60358296
• Wikidata: Q82138766
• ChEMBL ID: CHEMBL1431660
• Mol file: 100117-48-4.mol

Synonyms:Benzenebutanoic acid, 4-acetyl-;4-(4-acetylphenyl)butanoic acid;100117-48-4;MLS000111343;SCHEMBL82223;CHEMBL1431660;DTXSID60358296;HMS2392B22;STL384399;AKOS003652241;SMR000107267;BB 0263377;FT-0734238;SR-01000239173;SR-01000239173-1

Chemical Property of Benzenebutanoic acid, 4-acetyl-

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 206.094294304
• Heavy Atom Count: 15
• Complexity: 227

Purity/Quality:

95+% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=CC=C(C=C1)CCCC(=O)O

Technology Process of Benzenebutanoic acid, 4-acetyl-

There total 7 articles about Benzenebutanoic acid, 4-acetyl- 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: 83.0%

4-(4-acetylphenyl)butyric acid ethyl ester (71665-59-3) → 4-(4-acetylphenyl)butanoic acid (100117-48-4)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 8h; Heating;

DOI:10.1021/jm00047a006

Reference yield:

(E)-4-(4-Acetyl-phenyl)-but-3-enoic acid → 4-(4-acetylphenyl)butanoic acid (100117-48-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; at 20 ℃; for 3h; under 760.208 Torr;

DOI:10.1081/SCC-200032474

Reference yield:

ethyl 4-phenylbutyrate (10031-93-3) → 4-(4-acetylphenyl)butanoic acid (100117-48-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / AlCl₃ / CHCl₃ / 0.25 h / Ambient temperature

2: 83 percent / 18percent aq. HCl / dioxane / 8 h / Heating

With hydrogenchloride; aluminium trichloride; In 1,4-dioxane; chloroform;

DOI:10.1021/jm00047a006

upstream raw materials:

4-(4-acetylphenyl)butyric acid ethyl ester

ethyl 4-phenylbutyrate

4-Phenylbutyric acid

1-(4-allylphenyl)ethanone

Downstream raw materials:

8-oxo-5,6,7,8-tetrahydronaphthalene-2-carboxylic acid

4-<4-(carboxymethyl)phenyl>butyric acid

7-acetyl-3,4-dihydro-2H-naphthalen-1-one

4-(3-carboxypropyl)benzoic acid

Refernces

• 1、 Vercouillie, Johnny,Abarbri, Mohamed,Parrain, Jean-Luc,Duchene, Alain,Thibonnet, Jerome. "Synthesis of 1-tetralone derivatives using a Stille cross coupling/friedel crafts acylation sequence". . p. 3751 - 3762. Retrieved 2007/10/03.
• 2、 Giardina,Clarke,Dondio,Petrone,Sbacchi,Vecchietti. "Selective κ-opioid agonists: Synthesis and structure-activity relationships of piperidines incorporating an oxo-containing acyl group". . p. 3482 - 3491. Retrieved 2007/10/02.