4-(3-BROMO-PHENYL)-3-OXO-BUTYRIC ACID ETHYL ESTER

Base Information

• Chemical Name: 4-(3-BROMO-PHENYL)-3-OXO-BUTYRIC ACID ETHYL ESTER
• CAS No.: 866270-04-4
• Molecular Formula: C12H13BrO3
• Molecular Weight: 285.137
• Mol file: 866270-04-4.mol

Synonyms:4-(3-BROMO-PHENYL)-3-OXO-BUTYRIC ACID ETHYL ESTER;3-BroMo-b-oxo-benzenebutanoic acid ethyl ester

Chemical Property of 4-(3-BROMO-PHENYL)-3-OXO-BUTYRIC ACID ETHYL ESTER

Chemical Property:

• Boiling Point: 345.1±22.0 °C(Predicted)
• PKA: 10.35±0.46(Predicted)
• PSA: 43.37000
• Density: 1.390±0.06 g/cm3(Predicted)
• LogP: 2.51390

Purity/Quality:

99% ，98% ^*data from raw suppliers

Ethyl 4-(3-bromophenyl)-3-oxobutanoate 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(3-BROMO-PHENYL)-3-OXO-BUTYRIC ACID ETHYL ESTER

There total 7 articles about 4-(3-BROMO-PHENYL)-3-OXO-BUTYRIC ACID 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: 100.0%

3-Bromophenylacetic acid (1878-67-7) → ethyl 4-(3-bromophenyl)-3-oxobutanoate (866270-04-4)

Guidance literature:

ethyl potassium malonate; With triethylamine; magnesium chloride; In acetonitrile; for 3h;

3-Bromophenylacetic acid; With 1,1'-carbonyldiimidazole; In acetonitrile; at 18 - 25 ℃; for 18.5h; Heating / reflux;

Reference yield: 89.0%

(3-bromophenyl)acetonitrile (31938-07-5) + ethyl bromoacetate (105-36-2) → ethyl 4-(3-bromophenyl)-3-oxobutanoate (866270-04-4)

Guidance literature:

ethyl bromoacetate; With iodine; zinc; In tetrahydrofuran; for 1h; Reflux; Inert atmosphere;

(3-bromophenyl)acetonitrile; In tetrahydrofuran; for 2h; Reflux; Inert atmosphere;

DOI:10.1016/j.ejmech.2018.07.035

Reference yield: 71.0%

diazoacetic acid ethyl ester (623-73-4) + 2-(3-bromophenyl)acetaldehyde (109347-40-2) → ethyl 4-(3-bromophenyl)-3-oxobutanoate (866270-04-4)

Guidance literature:

With tin(ll) chloride; In dichloromethane; for 4h;

DOI:10.1021/jo0509760

upstream raw materials:

diazoacetic acid ethyl ester

2-(3-bromophenyl)acetaldehyde

2-(3-bromophenyl)-N-methoxy-N-methylacetamide

3-Bromophenylacetic acid

Downstream raw materials:

ethyl (2Z)-3-amino-4-(3-bromophenyl)but-2-enoate

Refernces

• 1、 Wang, Lei,Tang, Jing,Huber, Andrew D.,Casey, Mary C.,Kirby, Karen A.,Wilson, Daniel J.,Kankanala, Jayakanth,Parniak, Michael A.,Sarafianos, Stefan G.,Wang, Zhengqiang. "6-Biphenylmethyl-3-hydroxypyrimidine-2,4-diones potently and selectively inhibited HIV reverse transcriptase-associated RNase H". supporting information. p. 680 - 691. Retrieved 2018/07/29.
• 2、 -. "SUBSTITUTED AMINO-PYRIMIDONES AND USES THEREOF". Page/Page column 98-99; 144-145. . Retrieved 2008/06/13.