5-(2-Bromoethyl)-2,3-dihydrobenzofuran

Base Information

• Chemical Name: 5-(2-Bromoethyl)-2,3-dihydrobenzofuran
• CAS No.: 127264-14-6
• Molecular Formula: C10H11BrO
• Molecular Weight: 227.101
• Hs Code.: 2932999099
• Mol file: 127264-14-6.mol

Synonyms:2,3-dihydro-5-(2-bromoethyl)benzofuran;

Chemical Property of 5-(2-Bromoethyl)-2,3-dihydrobenzofuran

Chemical Property:

• Appearance/Colour: off-white powder
• Vapor Pressure: 0.00424mmHg at 25°C
• Melting Point: 65-67 °C
• Refractive Index: 1.592
• Boiling Point: 287.7 °C 760 mmHg
• Flash Point: 113.8°C
• PSA: 9.23000
• Density: 1.459 g/cm³
• LogP: 2.55890
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility.: Chloroform, Methanol

Purity/Quality:

99% ^*data from raw suppliers

5-(2-Bromoethyl)-2,3-dihydrobenzofuran ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi,Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(2-Bromoethyl)-2,3-dihydrobenzofuran

There total 17 articles about 5-(2-Bromoethyl)-2,3-dihydrobenzofuran 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%

5-(2-hydroxyethyl)-2,3-dihydrobenzofuran (87776-76-9) → 2,3-dihydro-5-(2-bromoethyl)benzofuran (127264-14-6)

Guidance literature:

With carbon tetrabromide; triphenylphosphine; In dichloromethane; at 20 ℃; for 63h;

Reference yield: 74.0%

2-bromo-1-(2,3-dihydrobenzofuran-5-yl)ethan-1-one (151427-19-9) → 2,3-dihydro-5-(2-bromoethyl)benzofuran (127264-14-6)

Guidance literature:

2-bromo-1-(2,3-dihydrobenzofuran-5-yl)ethan-1-one; With sodium tetrahydroborate; In tetrahydrofuran; at 5 - 10 ℃; for 1h; Inert atmosphere;

With aluminum (III) chloride; In tetrahydrofuran; at 45 - 50 ℃; for 4h; Inert atmosphere;

DOI:10.1021/op300119s

Reference yield:

2-(2,3-dihydrobenzofuran-5-yl)ethylchloride (943034-50-2) → 2,3-dihydro-5-(2-bromoethyl)benzofuran (127264-14-6)

Guidance literature:

With sodium bromide; In acetone; for 48h; Heating / reflux;

upstream raw materials:

5-(2-hydroxyethyl)-2,3-dihydrobenzofuran

2-(2,3-dihydrobenzofuran-5-yl)ethylchloride

1-(2,3-dihydrobenzofuran-5-yl)ethanone

2-bromo-1-(2,3-dihydrobenzofuran-5-yl)ethan-1-one

Downstream raw materials:

darifenacin

2,2-diphenyl-2-{(S)-1-[2-(2,3-dihydro-benzofuran-5-yl)-ethyl]-pyrrolidin-3-yl}-acetic acid methyl ester

(S)-darifenacin hydrobromide

(R)-1-[2-(2,3-Dihydro-benzofuran-5-yl)-ethyl]-3-(1-phenyl-cycloheptanecarbonyloxy)-1-azonia-bicyclo[2.2.2]octane formate

Refernces

• 1、 -. "Novel preparation method of darifenacin intermediate 2,3-dihydro-5-benzofuran acetic acid". Paragraph 0054; 0055; 0056. . Retrieved 2018/04/03.
• 2、 -. "AN IMPROVED PROCESS FOR THE PREPARATION OF DARIFENACIN HYDROBROMIDE". Page/Page column 12. . Retrieved 2011/06/26.