Ethyl 3-(6,7-dibromo-2,3-dihydro-1-benzofuran-5-YL)propanoate

Base Information

• Chemical Name: Ethyl 3-(6,7-dibromo-2,3-dihydro-1-benzofuran-5-YL)propanoate
• CAS No.: 196597-75-8
• Molecular Formula: C13H14 Br2 O3
• Molecular Weight: 378.06
• DSSTox Substance ID: DTXSID50449021
• Nikkaji Number: J1.908.176A
• Wikidata: Q82268306
• Mol file: 196597-75-8.mol

Synonyms:196597-75-8;ETHYL 3-(6,7-DIBROMO-2,3-DIHYDRO-1-BENZOFURAN-5-YL)PROPANOATE;Ethyl 3-(6,7-dibromo-2,3-dihydrobenzofuran-5-yl)propanoate;SCHEMBL2867752;DTXSID50449021;CS-M3384;AKOS030240498;CS-15030;FT-0668218;C12985;Ethyl3-(6,7-dibromo-2,3-dihydrobenzofuran-5-yl)propanoate;ethyl 3-(6,7-dibromo-2,3-dihydrobenzofuran-5-yl)propionate;3-(6,7-Dibromo-2,3-dihydrobenzofuran-5-yl)propanoic acid ethyl ester

Chemical Property of Ethyl 3-(6,7-dibromo-2,3-dihydro-1-benzofuran-5-YL)propanoate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 42-430C
• Refractive Index: 1.582
• Boiling Point: 413.207°C at 760 mmHg
• Flash Point: 203.7°C
• PSA: 35.53000
• Density: 1.66g/cm³
• LogP: 3.64220
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 377.92892
• Heavy Atom Count: 18
• Complexity: 298

Purity/Quality:

NLT 98% ^*data from raw suppliers

Ethyl3-(6,7-Dibromo-2,3-dihydro-1-benzofuran-5-yl)propanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCC1=C(C(=C2C(=C1)CCO2)Br)Br

Technology Process of Ethyl 3-(6,7-dibromo-2,3-dihydro-1-benzofuran-5-YL)propanoate

There total 5 articles about Ethyl 3-(6,7-dibromo-2,3-dihydro-1-benzofuran-5-YL)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: 96.0%

ethyl 3-(2,3-dihydro-1-benzofuran-5-yl)propanoate (196597-66-7) → ethyl 3-(6,7-dibromo-2,3-dihydro-1-benzofuran-5-yl)propanoate (196597-75-8)

Guidance literature:

With bromine; sodium acetate; In acetic acid; at 17 - 18 ℃; Product distribution / selectivity;

Reference yield: 53.0%

ethyl 3-(7-bromo-2,3-dihydro-1-benzofuran-5-yl)propanoate (196597-67-8) → ethyl 3-(6,7-dibromo-2,3-dihydro-1-benzofuran-5-yl)propanoate (196597-75-8)

Guidance literature:

With bromine; iron; acetic acid; at 50 ℃; for 5h;

DOI:10.1021/jm0201159

Reference yield:

2.3-dihydrobenzofuran (496-16-2) → ethyl 3-(6,7-dibromo-2,3-dihydro-1-benzofuran-5-yl)propanoate (196597-75-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: 92 percent / TiCl₄ / CH₂Cl₂ / 1 h

2.1: NaH / tetrahydrofuran / 0.33 h / 20 °C

2.2: 88 percent / tetrahydrofuran / 1 h / 20 °C

3.1: 99 percent / H₂ / 10percent Pd/C/H₂O / ethanol / 2 h / 20 °C

4.1: 97 percent / NaOAc; AcOH; Br₂ / 1 h / 20 °C

5.1: 53 percent / AcOH; Fe; Br₂ / 5 h / 50 °C

With hydrogen; bromine; sodium acetate; titanium tetrachloride; iron; sodium hydride; acetic acid; 10percent Pd/C/H₂O; In tetrahydrofuran; ethanol; dichloromethane; 1.1: Vilsmeier-Haack reaction / 2.2: Horner-Emmons reaction;

DOI:10.1021/jm0201159

upstream raw materials:

ethyl 3-(7-bromo-2,3-dihydro-1-benzofuran-5-yl)propanoate

2.3-dihydrobenzofuran

2,3-dihydro-benzofuran-5-carbaldehyde

ethyl (E)-3-(2,3-dihydrobenzofuran-5-yl)-2-propenoate

Downstream raw materials:

N-[2-(1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethyl]propionamide

N-[2-(1,6,7,8-tetrahydro-2H-indeno[5,4-b]furan-8-yl)ethyl]acetylamide

4,5-dibromo-1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-one

(E)-2-(1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-ylidene)acetonitrile