Methyl 4-(2-methoxy-2-oxoethyl)benzoate

Base Information

• Chemical Name: Methyl 4-(2-methoxy-2-oxoethyl)benzoate
• CAS No.: 52787-14-1
• Molecular Formula: C11H12O4
• Molecular Weight: 208.214
• Hs Code.: 2916399090
• European Community (EC) Number: 692-016-5
• DSSTox Substance ID: DTXSID50441409
• Nikkaji Number: J472.790H
• Wikidata: Q72489482
• Mol file: 52787-14-1.mol

Synonyms:methyl 4-(2-methoxy-2-oxoethyl)benzoate;52787-14-1;4-METHOXYCARBONYLMETHYL-BENZOIC ACID METHYL ESTER;DIMETHYL HOMOTEREPHTHALATE;Benzeneacetic acid, 4-(methoxycarbonyl)-, methyl ester;4-Methoxycarbonylmethylbenzoic acid methyl ester;homoterephthalic acid dimethyl ester;MFCD07779210;Methy 4-(Methoxycarbonylmethyl)benzoate;Methyl 4-(Methoxycarbonyl)phenylacetate;4-(Methoxycarbonyl)benzeneacetic acid methyl ester;4-METHOXYCARBONYLMETHYL-BENZOICACIDMETHYLESTER;SCHEMBL1198228;DTXSID50441409;QAQYBHOZQQRJBA-UHFFFAOYSA-N;Dimethyl p-(carboxymethyl)benzoate;AMY40619;BCP27355;CS-M1409;Methyl 4-Methoxycarbonylphenylacetate;AKOS015890025;MB04758;methyl4-(2-methoxy-2-oxoethyl)benzoate;AC-28389;AS-18399;SY020974;Methyl 4-(2-methoxy-2-oxo-ethyl)benzoate;D5266;FT-0650620;4-Methoxycarbonylbenzeneacetic acid methyl ester;4-Methoxycarbonylphenylacetic Acid Methyl Ester;A15623;4-(2-Methoxy-2-oxoethyl)benzoic Acid Methyl Ester;J-650220

Chemical Property of Methyl 4-(2-methoxy-2-oxoethyl)benzoate

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Melting Point: 20 °C
• Refractive Index: 1.511
• Boiling Point: 298.021 °C at 760 mmHg
• Flash Point: 145.419 °C
• PSA: 52.60000
• Density: 1.156 g/cm³
• LogP: 1.18870
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 208.07355886
• Heavy Atom Count: 15
• Complexity: 229

Purity/Quality:

99% ^*data from raw suppliers

4-Methoxycarbonylmethyl-benzoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)CC1=CC=C(C=C1)C(=O)OC
• Uses: 4-Methoxycarbonylmethyl-benzoic acid methyl ester is an intermediate for the preparation of 10-Propargyl-10-deazaaminopterin with anti tumor activity.

Technology Process of Methyl 4-(2-methoxy-2-oxoethyl)benzoate

There total 24 articles about Methyl 4-(2-methoxy-2-oxoethyl)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: 95.0%

methanol (67-56-1) + 4-(carboxymethyl)benzoic acid (501-89-3) → methyl 4-(2-methoxy-2-oxoethyl)benzoate (52787-14-1)

Guidance literature:

With thionyl chloride; In N,N-dimethyl-formamide; at 50 ℃; for 4h;

Reference yield: 92.0%

methanol (67-56-1) + 1,1-dibromo-2-(4-methoxycarbonylphenyl)ethene (253684-21-8) → methyl 4-(2-methoxy-2-oxoethyl)benzoate (52787-14-1)

Guidance literature:

With triethylsilane; cyclohexa-1,4-diene; oxygen; cobalt acetylacetonate; In nonane; at 24 ℃; under 760.051 Torr; Reagent/catalyst;

DOI:10.1021/acs.joc.6b01709

Reference yield: 90.0%

methanol (67-56-1) + 4-(carboxymethyl)benzoic acid (501-89-3) → methyl 4-(2-methoxy-2-oxoethyl)benzoate (52787-14-1) + 4-(methoxycarbonylmethyl)benzoic acid (87524-66-1)

Guidance literature:

With thionyl chloride; at 25 - 27 ℃; for 7h;

upstream raw materials:

methanol

4-(carboxymethyl)benzoic acid

4-Bromophenylacetonitrile

carbon monoxide

Downstream raw materials:

4-(1-Methoxycarbonyl-but-3-enyl)-benzoic acid methyl ester

4-(7-Methoxy-2-oxo-2H-chromen-3-yl)-benzoic acid methyl ester

4-(7-Diethylamino-2-oxo-2H-chromen-3-yl)-benzoic acid methyl ester

(trans-4-carboxy-cyclohexyl)-acetic acid

Refernces

• 1、 Saraswati, A. Prasanth,Relitti, Nicola,Brindisi, Margherita,Osko, Jeremy D.,Chemi, Giulia,Federico, Stefano,Grillo, Alessandro,Brogi, Simone,McCabe, Niamh H.,Turkington, Richard C.,Ibrahim, Ola,O'Sullivan, Jeffrey,Lamponi, Stefania,Ghanim, Magda,Kelly, Vincent P.,Zisterer, Daniela,Amet, Rebecca,Hannon Barroeta, Patricia,Vanni, Francesca,Ulivieri, Cristina,Herp, Daniel,Sarno, Federica,Di Costanzo, Antonella,Saccoccia, Fulvio,Ruberti, Giovina,Jung, Manfred,Altucci, Lucia,Gemma, Sandra,Butini, Stefania,Christianson, David W.,Campiani, Giuseppe. "Spiroindoline-Capped Selective HDAC6 Inhibitors: Design, Synthesis, Structural Analysis, and Biological Evaluation". supporting information. p. 2268 - 2276. Retrieved 2020/12/17.
• 2、 -. "Isoflavone amide type derivative, preparation method and medical application thereof". Paragraph 0015; 0059; 0060; 0061. . Retrieved 2016/10/10.