methyl 2-oxo-2H-cyclohepta[b]furan-3-carboxylate

Base Information

• Chemical Name: methyl 2-oxo-2H-cyclohepta[b]furan-3-carboxylate
• CAS No.: 50603-71-9
• Molecular Formula: C11H8O4
• Molecular Weight: 204.182
• Hs Code.: 2932209090
• European Community (EC) Number: 805-861-3
• DSSTox Substance ID: DTXSID60435298
• Nikkaji Number: J502.538I
• Mol file: 50603-71-9.mol

Synonyms:50603-71-9;methyl 2-oxo-2H-cyclohepta[b]furan-3-carboxylate;3-(Methoxycarbonyl)-2H-cyclohepta[b]furan-2-one;METHYL 2-OXOCYCLOHEPTA[B]FURAN-3-CARBOXYLATE;3-(Methoxycarbonyl)-2h- cyclohepta [b] furan-2-one;SCHEMBL6053334;DTXSID60435298;NWECYFMGBPWBAL-UHFFFAOYSA-N;MFCD00671552;AKOS015852079;AS-67748;CS-0453094;FT-0655742;M1188;2h-3-methoxycarbonylcyclohepta[b]furan-2-one;T72535;3-methoxycarbonyl-2H-cyclohepta(b) furan-2-one;methyl2-oxo-2H-cyclohepta[b]furan-3-carboxylate;A828198;2-Oxo-2H-cyclohepta[b]furan-3-carboxylic acid methyl ester;InChI=1/C11H8O4/c1-14-10(12)9-7-5-3-2-4-6-8(7)15-11(9)13/h2-6H,1H

Chemical Property of methyl 2-oxo-2H-cyclohepta[b]furan-3-carboxylate

Chemical Property:

• Appearance/Colour: yellow crysta
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 173 °C
• Refractive Index: 1.591
• Boiling Point: 480.71 °C at 760 mmHg
• Flash Point: 262.727 °C
• PSA: 56.51000
• Density: 1.339 g/cm³
• LogP: 1.53120
• Storage Temp.: 2-8°C
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 204.04225873
• Heavy Atom Count: 15
• Complexity: 449

Purity/Quality:

98% ^*data from raw suppliers

3-(Methoxycarbonyl)-2H-cyclohepta[B]furan-2-one ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=C2C=CC=CC=C2OC1=O

Technology Process of methyl 2-oxo-2H-cyclohepta[b]furan-3-carboxylate

There total 7 articles about methyl 2-oxo-2H-cyclohepta[b]furan-3-carboxylate 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%

2-hydroxy-2,4,6-cycloheptatrien-1-one (533-75-5) + malonic acid dimethyl ester (108-59-8) → 3-methoxycarbonyl-2H-cyclohepta[b]furan-2-one (50603-71-9)

Guidance literature:

2-hydroxy-2,4,6-cycloheptatrien-1-one; With TEA; p-toluenesulfonyl chloride;

malonic acid dimethyl ester; With sodium methylate; In methanol;

DOI:10.1016/S0040-4039(03)00819-0

Reference yield: 75.0%

2-(tosyloxy)tropone (38768-08-0) + malonic acid dimethyl ester (108-59-8) → 3-methoxycarbonyl-2H-cyclohepta[b]furan-2-one (50603-71-9)

Guidance literature:

With sodium methylate; In methanol; for 12h;

DOI:10.1248/cpb.50.904

Reference yield: 8.5%

2-(tosyloxy)tropone (38768-08-0) + malonic acid dimethyl ester (108-59-8) → 3-methoxycarbonyl-2H-cyclohepta[b]furan-2-one (50603-71-9) + Methyl 8-hydroxy-2-oxo-2H-cycloheptafuran-3-carboxylate (134919-69-0)

Guidance literature:

With sodium methylate; In methanol; at 0 ℃; for 6h;

DOI:10.1248/cpb.42.865

upstream raw materials:

2-(tosyloxy)tropone

malonic acid dimethyl ester

2-methoxytropone

2-hydroxy-2,4,6-cycloheptatrien-1-one

Downstream raw materials:

2,3-Dimethyl-azulene-1-carboxylic acid methyl ester

2-Ethyl-azulene-1-carboxylic acid methyl ester

azulene-1-carboxylic acid methyl ester

methyl 2-methylazulene-3-carboxylate

Refernces

• 1、 Nozoe, Tetsuo,Asao, Toyonobu,Yasunami, Masafumi,Wakui, Hisamitu,Suzuki, Toshio,Ando, Masayoshi. "Formation and Structure of 2-Diazo-2,4-azulenequinone Derivatives". . p. 5919 - 5924. Retrieved 1995.
• 2、 Pham, Wellington,Weissleder, Ralph,Tung, Ching-Hsuan. "A practical approach for the preparation of monofunctional azulenyl squaraine dye". . p. 3975 - 3978. Retrieved 2007/10/03.