Methyl 4-(4-Acetoxy-1-oxobutyl)benzoate

Base Information

• Chemical Name: Methyl 4-(4-Acetoxy-1-oxobutyl)benzoate
• CAS No.: 136527-52-1
• Molecular Formula: C14H16O5
• Molecular Weight: 264.278
• DSSTox Substance ID: DTXSID30577674
• Wikidata: Q82467750
• Mol file: 136527-52-1.mol

Synonyms:136527-52-1;Methyl 4-(4-Acetoxy-1-oxobutyl)benzoate;SCHEMBL8982218;DTXSID30577674;UJJLJCGAOMACQF-UHFFFAOYSA-N;METHYL 4-[4-(ACETYLOXY)BUTANOYL]BENZOATE

Chemical Property of Methyl 4-(4-Acetoxy-1-oxobutyl)benzoate

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 264.09977361
• Heavy Atom Count: 19
• Complexity: 329

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(=O)OCCCC(=O)C1=CC=C(C=C1)C(=O)OC

Technology Process of Methyl 4-(4-Acetoxy-1-oxobutyl)benzoate

There total 3 articles about Methyl 4-(4-Acetoxy-1-oxobutyl)benzoate 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: 61.0%

4-(4-hydroxybut-1-ynyl)benzoic acid methyl ester (123910-86-1) + acetic acid (64-19-7,77671-22-8) → methyl 4-(4-acetoxy-1-oxobutyl)benzoate (136527-52-1)

Guidance literature:

With sulfuric acid; mercury(II) diacetate; In water; for 2h; Heating;

DOI:10.1016/S0040-4020(01)80575-5

Reference yield:

4-(4-hydroxybut-1-ynyl)benzoic acid methyl ester (123910-86-1) → methyl 4-(4-acetoxy-1-oxobutyl)benzoate (136527-52-1)

Guidance literature:

With sulfuric acid; mercury(II) diacetate; In acetic acid;

Reference yield:

4-methoxycarbonylphenyl bromide (619-42-1) → methyl 4-(4-acetoxy-1-oxobutyl)benzoate (136527-52-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 82.8 percent / PdCl₂, PPh₃, CuI, Et₂NH / 72 h / Ambient temperature

2: 61 percent / conc. H₂SO₄, Hg(OAc)2 / H₂O / 2 h / Heating

With copper(l) iodide; sulfuric acid; mercury(II) diacetate; diethylamine; triphenylphosphine; palladium dichloride; In water;

DOI:10.1016/S0040-4020(01)80575-5

upstream raw materials:

4-(4-hydroxybut-1-ynyl)benzoic acid methyl ester

acetic acid

4-methoxycarbonylphenyl bromide

Downstream raw materials:

methyl 4-(5-acetoxypent-1-en-2-yl)benzoate

C₂₇H₃₀O₆