ethyl 2-oxo-3,4-dihydro-2H-chromene-3-carboxylate

Base Information

• Chemical Name: ethyl 2-oxo-3,4-dihydro-2H-chromene-3-carboxylate
• CAS No.: 720-72-9
• Molecular Formula: C12H12 O4
• Molecular Weight: 220.225
• Mol file: 720-72-9.mol

Synonyms:3-Chromancarboxylicacid, 2-oxo-, ethyl ester (6CI,7CI,8CI); Ethyl 3,4-dihydro-3-coumarincarboxylate;NSC 339624

Chemical Property of ethyl 2-oxo-3,4-dihydro-2H-chromene-3-carboxylate

Chemical Property:

• Vapor Pressure: 6.87E-05mmHg at 25°C
• Boiling Point: 343.8°Cat760mmHg
• Flash Point: 173.4°C
• Density: 1.237g/cm³

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 2-oxo-3,4-dihydro-2H-chromene-3-carboxylate

There total 8 articles about ethyl 2-oxo-3,4-dihydro-2H-chromene-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: 99.0%

ethyl coumarin-3-carboxylate (1846-76-0) → ethyl 2-oxo-3,4-dihydro-2H-chromen-3-carboxylate (720-72-9)

Guidance literature:

With 10 wt% Pd(OH)2 on carbon; hydrogen; In tetrahydrofuran; at 20 ℃; under 5320.36 Torr; Pressure; Temperature; Solvent; Concentration;

DOI:10.1002/adsc.201300990

Reference yield: 86.0%

8-hydroxyjulolidine (41175-50-2) + ethyl coumarin-3-carboxylate (1846-76-0) → (6H,7H-[1]benzopyrano[3,4-c][1]benzopyran-6,7-dione)[2,3,4-i,j]-2,3,4,6,7,8-hexahydroquinolizine + ethyl 2-oxo-3,4-dihydro-2H-chromen-3-carboxylate (720-72-9)

Guidance literature:

at 140 ℃; for 1.5h;

DOI:10.1007/s10593-006-0102-6

Reference yield: 74.0%

ethyl coumarin-3-carboxylate (1846-76-0) + 3-diethylaminophenol (91-68-9) → 6H,7H-3-diethylamino[1]benzopyrano[3,4-c][1]benzopyran-6,7-dione + ethyl 2-oxo-3,4-dihydro-2H-chromen-3-carboxylate (720-72-9)

Guidance literature:

at 140 ℃; for 1.5h;

DOI:10.1007/s10593-006-0102-6

upstream raw materials:

ethyl coumarin-3-carboxylate

3-diethylaminophenol

8-hydroxyjulolidine

salicylaldehyde

Downstream raw materials:

3-benzyl-2H-chromen-2-one

rac–3–benzylchroman–2–one

3-propyl-2H-chromen-2-one

3-methylcoumarine

Refernces

• 1、 Poronik,Shandura,Kovtun. "Synthesis of 6H,7H-[1]benzopyrano-[3,4-c][1]benzopyran-6,7-diones [2]". . p. 410 - 411. Retrieved 2006.
• 2、 -. "METHODS FOR ENANTIOSELECTIVE ALLYLIC ALKYLATION OF ESTERS, LACTONES, AND LACTAMS WITH UNACTIVATED ALLYLIC ALCOHOLS". Paragraph 0178; 0188; 0191-0192; 0194. . Retrieved 2019/05/18.
• 3、 Suljic, Sanel,Pietruszka, Joerg. "Synthesis of 3-arylated 3,4-dihydrocoumarins: Combining continuous flow hydrogenation with laccase-catalysed oxidation". . p. 1007 - 1020. Retrieved 2014/04/03.