Ethyl (2-methoxybenzoyl)acetate

Base Information

• Chemical Name: Ethyl (2-methoxybenzoyl)acetate
• CAS No.: 41607-95-8
• Molecular Formula: C12H14 O4
• Molecular Weight: 222.241
• Hs Code.: 2918990090
• European Community (EC) Number: 673-419-5
• DSSTox Substance ID: DTXSID30374882
• Nikkaji Number: J184.136J
• Wikidata: Q82163457
• Mol file: 41607-95-8.mol

Synonyms:41607-95-8;ethyl 3-(2-methoxyphenyl)-3-oxopropanoate;Ethyl (2-methoxybenzoyl)acetate;Ethyl (2-methyoxybenzoyl)acetate;MFCD01311633;Ethyl(2-methyoxybenzoyl)acetate;3-(2-Methoxy-Phenyl)-3-Oxo-Propionic Acid Ethyl Ester;ETHYL (2-METHOXYBENZOYL) ACETATE;Ethyl 3-(2-methoxyphenyl)-3-oxopropionate;SCHEMBL954173;DTXSID30374882;KROPYAVVJDXRPH-UHFFFAOYSA-N;AB2845;ETHYL(2-METHOXYBENZOYL)ACETATE;AKOS009258915;2-Methoxybenzoylacetic acid ethyl ester;Ethyl (2-methoxybenzoyl)acetate, 99%;AS-44663;SY050571;(2-Methoxybenzoyl)acetic Acid Ethyl Ester;E1120;FT-0735735;EN300-154634;3-(2-Methoxyphenyl)-3-oxopropionic Acid Ethyl Ester;Z362636664

Chemical Property of Ethyl (2-methoxybenzoyl)acetate

Chemical Property:

• Vapor Pressure: 0.000709mmHg at 25°C
• Refractive Index: n20/D 1.5320(lit.)
• Boiling Point: 307.8°Cat760mmHg
• Flash Point: 132.8°C
• PSA: 52.60000
• Density: 1.122g/cm³
• LogP: 1.83110
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 222.08920892
• Heavy Atom Count: 16
• Complexity: 249

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl3-(2-Methoxyphenyl)-3-oxopropanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)C1=CC=CC=C1OC
• Uses: Reactant for:Preparation of N-allyl/propargyl enamine carboxylatesEnantioselective ruthenium-catalyzed hydrogenationHydrosilylation reactions catalyzed by chiral BINAM N-heterocyclic carbene rhodium complexPreparation of potential herbicidal agents

Technology Process of Ethyl (2-methoxybenzoyl)acetate

There total 18 articles about Ethyl (2-methoxybenzoyl)acetate 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: 99.0%

ethyl acetate (141-78-6) + 2-Methoxybenzoyl chloride (21615-34-9) → 3-(2-methoxy-phenyl)-3-oxo-propionic acid ethyl ester (41607-95-8)

Guidance literature:

ethyl acetate; With lithium diisopropyl amide; In tetrahydrofuran; at -70 - -65 ℃; for 0.5h;

2-Methoxybenzoyl chloride; In tetrahydrofuran; at -70 - -65 ℃; for 0.5h;

With hydrogenchloride; In tetrahydrofuran; water; at -70 - 25 ℃;

Reference yield: 88.0%

2-Methoxyacetophenone (579-74-8) + Diethyl carbonate (105-58-8,76619-83-5) → 3-(2-methoxy-phenyl)-3-oxo-propionic acid ethyl ester (41607-95-8)

Guidance literature:

2-Methoxyacetophenone; With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 0.5h; Inert atmosphere;

Diethyl carbonate; In tetrahydrofuran; at 20 ℃; for 14h; Inert atmosphere;

DOI:10.1016/j.bmc.2017.05.030

Reference yield: 76.0%

→ 3-(2-methoxy-phenyl)-3-oxo-propionic acid ethyl ester (41607-95-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; for 17h; Reflux;

upstream raw materials:

2-methoxybenzoic acid methyl ester

ethyl 2-methoxybenzoate

ethyl acetoacetate

2-Methoxybenzoyl chloride

Downstream raw materials:

3-(2-methoxy-phenyl)-3-oxo-propionic acid-(3-nitro-anilide)

5,7-dihydroxy-2'methoxyneoflavone

2-Methoxyacetophenone

methyl 8-chloro-2-(4-methoxyphenyl)-1,2,3,4-tetrahydroquinoline-6-acetate

Refernces

• 1、 Ruengsangtongkul, Sureeporn,Chaisan, Nattawadee,Thongsornkleeb, Charnsak,Tummatorn, Jumreang,Ruchirawat, Somsak. "Rate Enhancement in CAN-Promoted Pd(PPh3)2Cl2-Catalyzed Oxidative Cyclization: Synthesis of 2-Ketofuran-4-carboxylate Esters". supporting information. p. 2514 - 2517. Retrieved 2019/04/30.
• 2、 Chen, Rongxiang,Ogunlana, Abosede Adejoke,Fang, Shangwen,Long, Wenhao,Sun, Hongmei,Bao, Xiaoguang,Wan, Xiaobing. "In situ generation of nitrile oxides from copper carbene and tert -butyl nitrite: Synthesis of fully substituted isoxazoles". supporting information. p. 4683 - 4687. Retrieved 2018/07/06.