Methyl 2,3-dihydro-5-(4-bromophenyl)-2-hydroxy-3-oxo-2-furanacetate

Base Information

• Chemical Name: Methyl 2,3-dihydro-5-(4-bromophenyl)-2-hydroxy-3-oxo-2-furanacetate
• CAS No.: 139266-66-3
• Molecular Formula: C13H11BrO5
• Molecular Weight: 327.1274
• DSSTox Substance ID: DTXSID40930418
• Mol file: 139266-66-3.mol

Synonyms:BRN 5441763;Methyl 2,3-dihydro-5-(4-bromophenyl)-2-hydroxy-3-oxo-2-furanacetate;2-Furanacetic acid, 2,3-dihydro-5-(4-bromophenyl)-2-hydroxy-3-oxo-, methyl ester;139266-66-3;C13H11BrO5;C13-H11-Br-O5;DTXSID40930418;LS-70020;Methyl [5-(4-bromophenyl)-3-oxo-2,3-dihydrofuran-2-yl]ethaneperoxoate

Chemical Property of Methyl 2,3-dihydro-5-(4-bromophenyl)-2-hydroxy-3-oxo-2-furanacetate

Chemical Property:

• Vapor Pressure: 7.67E-07mmHg at 25°C
• Boiling Point: 407.2°Cat760mmHg
• Flash Point: 200.1°C
• Density: 1.544g/cm³
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 325.97899
• Heavy Atom Count: 19
• Complexity: 385

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COOC(=O)CC1C(=O)C=C(O1)C2=CC=C(C=C2)Br

Technology Process of Methyl 2,3-dihydro-5-(4-bromophenyl)-2-hydroxy-3-oxo-2-furanacetate

There total 2 articles about Methyl 2,3-dihydro-5-(4-bromophenyl)-2-hydroxy-3-oxo-2-furanacetate 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: 85.0%

1,1-dimethoxyethylene (922-69-0) + 5-(4-bromo-phenyl)-furan-2,3-dione (55991-70-3) → [5-(4-Bromo-phenyl)-2-hydroxy-3-oxo-2,3-dihydro-furan-2-yl]-acetic acid methyl ester (139266-66-3)

Guidance literature:

In dichloromethane; at 40 ℃; for 1h;

Reference yield: 48.0%

[5-(4-Bromo-phenyl)-3-oxo-3H-furan-(2Z)-ylidene]-acetic acid methyl ester (97180-99-9) → [5-(4-Bromo-phenyl)-2-hydroxy-3-oxo-2,3-dihydro-furan-2-yl]-acetic acid methyl ester (139266-66-3)

Guidance literature:

With hydrogenchloride; In acetone; at 40 - 50 ℃; for 1h;

DOI:10.1007/BF00778981

Reference yield: 90.0%

[5-(4-Bromo-phenyl)-2-hydroxy-3-oxo-2,3-dihydro-furan-2-yl]-acetic acid methyl ester (139266-66-3) + 1,2-diamino-benzene (95-54-5) → methyl 3-p-bromophenacylidene-3,4-dihydroquinoxalin-2-ylacetate + (Z)-3-[2-(4-bromophenyl)-2-oxoethylidene]-3,4-dihydroquinoxalin-2(1H)-one (66394-51-2)

Guidance literature:

In ethanol; at 0 ℃; for 0.5h;

upstream raw materials:

[5-(4-Bromo-phenyl)-3-oxo-3H-furan-(2Z)-ylidene]-acetic acid methyl ester

1,1-dimethoxyethylene

5-(4-bromo-phenyl)-furan-2,3-dione

Downstream raw materials:

(Z)-3-[2-(4-bromophenyl)-2-oxoethylidene]-3,4-dihydroquinoxalin-2(1H)-one