ChemicalBook--->CAS DataBase List--->287193-07-1

287193-07-1

287193-07-1 Structure

287193-07-1 Structure
IdentificationBack Directory
[Name]

ethyl 4-oxotetrahydro-2H-pyran-2-carboxylate
[CAS]

287193-07-1
[Synonyms]

ethyl 4-oxooxane-2-carboxylate
Ethyl 4-Oxotetrahydropyran-2-carboxylate
ethyl 4-oxotetrahydro-2H-pyran-2-carboxylate
4-Oxo-tetrahydro-pyran-2-carboxylic acid ethyl ester
4-Oxotetrahydro-2H-pyran-2-carboxylic acid ethyl ester
2H-Pyran-2-carboxylic acid, tetrahydro-4-oxo-, ethyl ester
[Molecular Formula]

C8H12O4
[MDL Number]

MFCD20922879
[MOL File]

287193-07-1.mol
[Molecular Weight]

172.18
Chemical PropertiesBack Directory
[Boiling point ]

84 °C(Press: 0.04 Torr)
[density ]

1.162±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,Room Temperature
[Appearance]

Colorless to light yellow Liquid
Safety DataBack Directory
[HS Code ]

2932990090
Hazard InformationBack Directory
[Uses]

ETHYL 4-OXOTETRAHYDRO-2H-PYRAN-2-CARBOXYLATE (cas# 287193-07-1) is a useful research chemical. It is used in the preparation of aminoquinazoline derivatives for use as A2a antagonists.
[Synthesis]

Ethyl 4-oxo-3,4-dihydro-2H-pyran-2-carboxylate

287193-06-0

ethyl 4-oxotetrahydro-2H-pyran-2-carboxylate

287193-07-1

Ethyl 4-oxo-3,4-dihydro-2H-pyran-2-carboxylate (2.0 g, 11.75 mmol, 1.00 eq.) was dissolved in ethyl acetate (50 mL) in a 100 mL round-bottom flask under nitrogen atmosphere. 10% palladium/activated carbon (200 mg) was subsequently added. The system was degassed by three evacuation-nitrogen filling cycles. The reaction mixture was stirred at room temperature for 12 hours. Upon completion of the reaction, the solid catalyst was removed by filtration and the filter cake was washed with ethyl acetate (3×). The combined filtrates were concentrated under reduced pressure and the resulting crude product was purified by silica gel column chromatography with ethyl acetate/petroleum ether (1:20) as eluent to afford ethyl 4-oxotetrahydro-2H-pyran-2-carboxylate (1.62 g, 80% yield) as a light yellow oil.

[References]

[1] Patent: WO2013/106535, 2013, A1. Location in patent: Paragraph 001250
[2] Patent: EP1214325, 2005, B1. Location in patent: Page/Page column 49-50
[3] Patent: US7019026, 2006, B1. Location in patent: Page/Page column 72
[4] Patent: US7115624, 2006, B1. Location in patent: Page/Page column 85-87
[5] Patent: WO2013/130976, 2013, A1. Location in patent: Paragraph 00288
Spectrum DetailBack Directory
[Spectrum Detail]

ethyl 4-oxotetrahydro-2H-pyran-2-carboxylate(287193-07-1)1HNMR
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