ChemicalBook--->CAS DataBase List--->3199-61-9

3199-61-9

3199-61-9 Structure

3199-61-9 Structure
IdentificationMore
[Name]

2-BENZOFURANCARBOXYLIC ACID, ETHYL ESTER
[CAS]

3199-61-9
[Synonyms]

2-BENZOFURANCARBOXYLIC ACID, ETHYL ESTER
BENZOFURAN-2-CARBOXYLIC ACID ETHYL ESTER
RARECHEM AL BI 0556
BENZOFURAN-2-CARBOXLIC ACID ETHYL ESTER
Ethyl benzo[b]furan-2-carboxylate 97%
[Molecular Formula]

C11H10O3
[MDL Number]

MFCD03094950
[Molecular Weight]

190.2
[MOL File]

3199-61-9.mol
Chemical PropertiesBack Directory
[Melting point ]

166-170℃
[Boiling point ]

105°/0.1mm
[density ]

1.1656
[refractive index ]

1.5640 (estimate)
[Fp ]

>110℃
[storage temp. ]

2-8°C
[Detection Methods]

HPLC,NMR,MS
[CAS DataBase Reference]

3199-61-9(CAS DataBase Reference)
Safety DataBack Directory
[Hazard Codes ]

T
[WGK Germany ]

3
[Hazard Note ]

Irritant
[HazardClass ]

IRRITANT
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Diethyl ether-->Potassium carbonate-->Sodium hydride-->Dimethyl sulfoxide-->Diethyl malonate-->2-Butanone-->Salicylaldehyde-->Cupric bromide
[Preparation Products]

Ethyl 7-nitrobenzofuran-2-carboxylate
Hazard InformationBack Directory
[Uses]

Ethyl Coumarilate has been used as a reactant for the preparation of benzofuropyridines that have a high affinity for the α2-adrenoceptor.
[Preparation]

Synthesis of ethyl benzofuran-2-carboxylate: Salicylaldehyde (20.0 mL, 0.164 mol) and diethyl bromomalonate (40.0 mL, 0.168 mol) in ethyl methyl ketone (40.0 mL, 0.555 mol) was treated with anhydrous potassium carbonate (20.0 g,0.869 mol). The reaction mixture was refluxed for 18 h on steam bath. Ethyl methyl ketone was distilled off under reduced pressure and the residue formed was dissolved in 400 mL of water and cooled in an ice-bath. It was acidified with dil H2SO4. The product formed was extracted with 25 mL portion of solvent ether twice and the extract was washed with sodium bicarbonate solution. It was dried over calcium chloride. Solvent was removed and the residue ethyl benzofuran-2-carboxylate was dried.
[Synthesis Reference(s)]

Tetrahedron Letters, 27, p. 6315, 1986 DOI: 10.1016/S0040-4039(00)87796-5
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