Tert-butyl 3-(4-bromophenyl)propanoate

Base Information

• Chemical Name: Tert-butyl 3-(4-bromophenyl)propanoate
• CAS No.: 326496-52-0
• Molecular Formula: C₁₃H₁₇BrO₂
• Molecular Weight: 285.181
• European Community (EC) Number: 967-119-6
• Nikkaji Number: J1.765.313J
• Mol file: 326496-52-0.mol

Synonyms:Tert-butyl 3-(4-bromophenyl)propanoate;326496-52-0;SCHEMBL557661;OOXMNZPYSWHBOB-UHFFFAOYSA-N;tert-butyl 3-(4-bromophenyl)propionate;EN300-11702988;3-(4-Bromo-phenyl)-propionic acid tert-butyl ester

Chemical Property of Tert-butyl 3-(4-bromophenyl)propanoate

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 284.04119
• Heavy Atom Count: 16
• Complexity: 225

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)CCC1=CC=C(C=C1)Br

Technology Process of Tert-butyl 3-(4-bromophenyl)propanoate

There total 5 articles about Tert-butyl 3-(4-bromophenyl)propanoate 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: 83.4%

4-bromobenzenemethanol (873-75-6) + (tert-Butoxycarbonylmethylene)triphenylphosphorane (86302-43-4,35000-38-5) → tert-butyl 3-(4-bromophenyl)propanoate (326496-52-0)

Guidance literature:

With potassium tert-butylate; C₁₆H₃₅BrMnN₃O₂P₂; In 1,4-dioxane; at 110 ℃; for 16h; Inert atmosphere;

DOI:10.1002/adsc.202001209

Reference yield: 82.0%

acetic acid tert-butyl ester (540-88-5) + 1-bromomethyl-4-bromobenzene (589-15-1) → tert-butyl 3-(4-bromophenyl)propanoate (326496-52-0)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -30 ℃; for 1h;

DOI:10.1002/1099-0690(200012)2000:23<3825::aid-ejoc3825>3.3.co;2-7

Reference yield: 79.0%

acetic acid tert-butyl ester (540-88-5) + 4-bromobenzenemethanol (873-75-6) → tert-butyl 3-(4-bromophenyl)propanoate (326496-52-0)

Guidance literature:

With Ru(η(2)-2-(2'-pyridyl)phenyl)Cl(CO)(PPh3)2; potassium tert-butylate; In toluene; at 80 ℃; for 1.5h; Inert atmosphere; Schlenk technique; Green chemistry;

DOI:10.1002/cctc.201901319

upstream raw materials:

acetic acid tert-butyl ester

1-bromomethyl-4-bromobenzene

3-(4-bromophenyl)propionic acid

isobutene

Downstream raw materials:

tert-butyl 3-phenylpropanoate

3-(4-bromo-phenyl)-2,2-dimethyl-propionic acid tert-butyl ester

1-bromo-4-(3-{2-tetrahydropyranyl}oxypropyl)benzene

[4-(3-hydroxypropyl)phenyl]boronic acid