Ethyl 2-methoxybenzoylformate

Base Information

• Chemical Name: Ethyl 2-methoxybenzoylformate
• CAS No.: 66644-69-7
• Molecular Formula: C11H12O4
• Molecular Weight: 208.214
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID60574797
• Nikkaji Number: J607.793E
• Wikidata: Q82463964
• Mol file: 66644-69-7.mol

Synonyms:ETHYL 2-METHOXYBENZOYLFORMATE;66644-69-7;ethyl 2-(2-methoxyphenyl)-2-oxoacetate;MFCD00858994;2-Methoxy-oxo-benzeneacetic acid ethyl ester;ethyl o-methoxybenzoylformate;SCHEMBL4589656;DTXSID60574797;IDJWRUFXYLPZLC-UHFFFAOYSA-N;AMY11244;Ethyl (2-methoxyphenyl)(oxo)acetate;AKOS016016971;AT10834;ethyl2-(2-methoxyphenyl)-2-oxoacetate;ethyl 2-methoxybenzoylformate, AldrichCPR;CS-0326697

Chemical Property of Ethyl 2-methoxybenzoylformate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 134-137 °C
• Boiling Point: 318.932°C at 760 mmHg
• Flash Point: 139.905°C
• PSA: 52.60000
• Density: 1.147g/cm³
• LogP: 1.44100
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 208.07355886
• Heavy Atom Count: 15
• Complexity: 237

Purity/Quality:

95% ^*data from raw suppliers

Ethyl2-methoxybenzoylformate 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=O)C1=CC=CC=C1OC

Technology Process of Ethyl 2-methoxybenzoylformate

There total 16 articles about Ethyl 2-methoxybenzoylformate 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: 87.0%

2-Methoxyphenylboronic acid (5720-06-9) + ethyl cyanoformate (623-49-4) → ethyl (2-methoxyphenyl)(oxo)acetate (66644-69-7)

Guidance literature:

With boric acid; [Rh(OH)(cod)]2; In 1,4-dioxane; at 60 ℃; for 3h;

DOI:10.1039/b704105e

Reference yield: 86.0%

2-bromoanisole (578-57-4) + oxalic acid diethyl ester (95-92-1) → ethyl (2-methoxyphenyl)(oxo)acetate (66644-69-7)

Guidance literature:

at -78 ℃;

DOI:10.1016/j.bmcl.2017.06.078

Reference yield: 83.0%

C11H13NO3 → ethyl (2-methoxyphenyl)(oxo)acetate (66644-69-7)

Guidance literature:

With hydrogenchloride; water; at 20 ℃; for 0.5h;

DOI:10.1021/acs.joc.6b02176

upstream raw materials:

(2-methoxy-phenyl)-glyoxylonitrile

oxalic acid diethyl ester

4-methoxyphenyl magnesium bromide

Ethyl oxalyl chloride

Downstream raw materials:

(Dibutyl-ethyl-silanyloxy)-(2-methoxy-phenyl)-acetic acid ethyl ester

C₁₁H₁₄O₄

C₁₆H₁₄ClNO₃

ethyl 2-hydroxy-2-(o-methoxyphenyl)propanoate

Refernces

• 1、 Heinz, Benjamin,Djukanovic, Dimitrije,Ganiek, Maximilian A.,Martin, Benjamin,Schenkel, Berthold,Knochel, Paul. "Selective Acylation of Aryl- A nd Heteroarylmagnesium Reagents with Esters in Continuous Flow". supporting information. p. 493 - 496. Retrieved 2020/01/31.
• 2、 Usui, Yoshihiro,Uehara, Fumiaki,Hiki, Shinsuke,Watanabe, Kazutoshi,Tanaka, Hiroshi,Shouda, Aya,Yokoshima, Satoshi,Aritomo, Keiichi,Adachi, Takashi,Fukunaga, Kenji,Sunada, Shinji,Nabeno, Mika,Saito, Ken-Ichi,Eguchi, Jun-ichi,Yamagami, Keiji,Asano, Shouichi,Tanaka, Shinji,Yuki, Satoshi,Yoshii, Narihiko,Fujimura, Masatake,Horikawa, Takashi. "Discovery of novel 2-(3-phenylpiperazin-1-yl)-pyrimidin-4-ones as glycogen synthase kinase-3β inhibitors". . p. 3726 - 3732. Retrieved 2017/07/27.