Benzenebutanoic acid, 2-methoxy-, ethyl ester

Base Information

• Chemical Name: Benzenebutanoic acid, 2-methoxy-, ethyl ester
• CAS No.: 33209-76-6
• Molecular Formula: C13H18O3
• Molecular Weight: 222.284
• Mol file: 33209-76-6.mol

Synonyms:4-o-Anisylbuttersaeureethylester;ethyl 2-methoxyphenylbutyrate;Benzenebutanoic acid,2-methoxy-,ethyl ester;

Chemical Property of Benzenebutanoic acid, 2-methoxy-, ethyl ester

Chemical Property:

• Boiling Point: 101-102 °C(Press: 0.2 Torr)
• PSA: 35.53000
• Density: 1.030±0.06 g/cm3(Predicted)
• LogP: 2.58100

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenebutanoic acid, 2-methoxy-, ethyl ester

There total 15 articles about Benzenebutanoic acid, 2-methoxy-, ethyl ester 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: 84.0%

Ethyl 4-bromobutyrate (2969-81-5) + 2-bromoanisole (578-57-4) → Ethyl 4-(2-Methoxyphenyl)-butanoate (33209-76-6)

Guidance literature:

With manganese; dichloro(2,2'-bipyridine)nickel(II); potassium iodide; In N,N-dimethyl acetamide; for 2h; Inert atmosphere; Milling;

DOI:10.1039/d1nj01732b

Reference yield: 80.0%

3-Methoxycarbonyl-1-(2-methoxyphenyl)-propyl-4-tolylsulfone (77853-47-5) → Ethyl 4-(2-Methoxyphenyl)-butanoate (33209-76-6)

Guidance literature:

With sodium amalgam; In ethanol; at 5 ℃; for 1h;

DOI:10.1055/s-1981-29334

Reference yield: 75.0%

4-ethoxy-4-oxobutylzinc bromide lithium chloride + 2-bromoanisole (578-57-4) → Ethyl 4-(2-Methoxyphenyl)-butanoate (33209-76-6)

Guidance literature:

2-bromoanisole; With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; In tetrahydrofuran; for 0.0833333h; Schlenk technique; Inert atmosphere;

4-ethoxy-4-oxobutylzinc bromide lithium chloride; In tetrahydrofuran; at 50 ℃; for 2h; Schlenk technique; Inert atmosphere;

DOI:10.1021/ja401610p

upstream raw materials:

naphthalene-2-sulfonate

4-(2-Methoxyphenyl)-butanoic acid

ethanol

3-Methoxycarbonyl-1-(2-methoxyphenyl)-propyl-4-tolylsulfone

Downstream raw materials:

2-diazo-6-(2-methoxyphenyl)-3-oxohexanenitrile

6-(2-methoxyphenyl)-3-oxohexanenitrile

1,1-dimethyl-5-methoxytetralin

(3aR,9bR)-6-methoxy-((S)-α-methylbenzyl)-2,3,3a,4,5,9b-[1H]-hexahydrobenz[e]isoindole-1,3-dione

Refernces

• 1、 Takahara, Satoyuki,Nakagawa, Kiyomi,Uchiyama, Tsugumi,Yoshida, Tomoyuki,Matsumoto, Kazunori,Kawasumi, Yasuo,Mizuguchi, Mineyuki,Obita, Takayuki,Watanabe, Yurie,Hayakawa, Daichi,Gouda, Hiroaki,Mori, Hisashi,Toyooka, Naoki. "Design, synthesis, and evaluation of novel inhibitors for wild-type human serine racemase". . p. 441 - 445. Retrieved 2017/12/28.
• 2、 Nani, Roger R.,Reisman, Sarah E.. "α-Diazo-β-ketonitriles: Uniquely reactive substrates for arene and alkene cyclopropanation". supporting information. p. 7304 - 7311. Retrieved 2013/06/27.