Methyl 4-(4-oxobutyl)benzoate

Base Information

• Chemical Name: Methyl 4-(4-oxobutyl)benzoate
• CAS No.: 106200-41-3
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• Mol file: 106200-41-3.mol

Synonyms:4-(4'-Carbomethoxyphenyl)butyraldehyde;4-(4-oxobutyl)benzoic acid methyl ester;4-(4-carboxymethoxyphenyl)butanal;4-p-carbomethoxyphenylbutyraldehyde;2-Thiophenecarboxylic acid,4-(4-nitrophenyl)-,methyl ester;methyl 4-(4-nitrophenyl)thiophen-2-carboxylate;4-(4-carbomethoxyphenyl)butanal;methyl p-(4-oxobutyl)benzoate;

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

Chemical Property:

• Melting Point: 76.5-78 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 131 °C(Press: <1 Torr)
• PSA: 43.37000
• Density: 1.082±0.06 g/cm3(Predicted)
• LogP: 1.99480
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

4-(4-Oxobutyl)benzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-(4-Oxobutyl)benzoic Acid Methyl Ester is used as a reagent in the preparation of Pemetrexed (P219500) and furoxanoxyalkyl esters of Pemetrexed as antifolates and nitric oxide donors for use as anticancer agents.

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

There total 27 articles about Methyl 4-(4-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: 100.0%

4-(4-carboxymethoxyphenyl)butanal sodium bisulfite adduct → 4-(4-carbomethoxyphenyl)butanal (106200-41-3)

Guidance literature:

With chloro-trimethyl-silane; In acetonitrile; at 60 ℃; for 0.5h; Product distribution; other solvents, reagents, temperatures, reaction times, pH dependence;

DOI:10.1021/jo990543v

Reference yield: 99.0%

methyl 4-[3-(1,3-dioxolan-2-yl)propyl]benzoate (615581-18-5) → 4-(4-carbomethoxyphenyl)butanal (106200-41-3)

Guidance literature:

With pyridinium p-toluenesulfonate; In water; acetone; for 12h; Heating;

DOI:10.1021/jo034767w

Reference yield: 96.9%

methanol (67-56-1) + C11H12O3 → 4-(4-carbomethoxyphenyl)butanal (106200-41-3)

Guidance literature:

methanol; With thionyl chloride; at -15 - -10 ℃; for 0.5h;

C₁₁H₁₂O₃; at 20 ℃; for 6h;

upstream raw materials:

methyl 4-(4-hydroxybut-1-yl)benzoate

1-methoxy-4-p-carbomethoxyphenyl-1-butene

methyl 4-[3-(1,3-dioxolan-2-yl)propyl]benzoate

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

Downstream raw materials:

methyl 4-(4-hydroxyhexyl)benzoate

methyl 4-(4-hydroxy-5-methylhexyl)benzoate

4-<2-(2,4-diamino-7H-pyrrolo<2,3-d>pyrimidin-5-yl)propyl>benzoic acid

4-[3-(2-amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)propyl]benzoic acid

Refernces

• 1、 Balaraman, Selvakumar,Nayak, Nagaraj,Subbiah, Madhuri,Elango, Kuppanagounder P.. "Synthesis and antiviral study of novel 4-(2-(6-amino-4-oxo-4,5-dihydro-1H-pyrrolo[2,3-d]pyrimidin-3-yl)ethyl)benzamide derivatives". . p. 2538 - 2546. Retrieved 2018.
• 2、 Li, Yi-Hao,Ouyang, Yuxin,Chekshin, Nikita,Yu, Jin-Quan. "PdII-Catalyzed Site-selective β- and γ-C(sp3)-H Arylation of Primary Aldehydes Controlled by Transient Directing Groups". . p. 4727 - 4733. Retrieved 2022/04/07.
• 3、 -. "Synthetic pemedolac preparation process". Paragraph 0051-0052; 0054-0055; 0057-0058; 0060-0061; 0063. . Retrieved 2019/07/04.