862207
4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one
purified by recrystallization
Sinónimos:
2-Phenyl-1-4-heteromethylene-5-oxazolone, 2-Phenyl-4-(ethoxymethylene)-2-oxazolinone, 2-Phenyl-4-(ethoxymethylene)oxazolone, 2-Phenyl-4-ethoxymethylene-5-oxazolone, 4-(Ethoxymethylene)-2-phenyl-5(4H)-oxazolone, 4-Ethoxymethylene-2-phenyl oxazolone, 4-Ethoxymethylene-2-phenyl-5-oxazolone, Oxazolone
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Acerca de este artículo
Fórmula empírica (notación de Hill):
C12H11NO3
Número CAS:
Peso molecular:
217.22
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
239-713-9
MDL number:
Form:
solid
Servicio técnico
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Permítanos ayudarleform
solid
Quality Level
purified by
recrystallization
mp
94-96 °C (dec.) (lit.)
functional group
ester, ether, phenyl
storage temp.
2-8°C
SMILES string
CCO\C=C1/N=C(OC1=O)c2ccccc2
InChI
1S/C12H11NO3/c1-2-15-8-10-12(14)16-11(13-10)9-6-4-3-5-7-9/h3-8H,2H2,1H3/b10-8-
InChI key
SJHPCNCNNSSLPL-NTMALXAHSA-N
General description
4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one is a heterocyclic compound that belongs to the oxazolone family and serves as an important intermediate in the synthesis of amino acids, peptides, and heterocyclic precursors.
Application
4-Ethoxymethylene-2-phenyl-2-oxazolin-5-one can be used as a reactant to synthesize:
- Pyrimidinone derivatives with N-carboxymethylbenzamidine.
- Multi-functionalized 1-azabicycles with acyclic enaminones via formal aza-[3+3] cycloaddition.
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Zenghui Lu et al.
The Journal of organic chemistry, 77(21), 9871-9877 (2012-10-11)
A novel palladium-catalyzed approach for the assembly of 3,4,5-trisubstituted oxazolones has been achieved by the coupling of N-alkynyl tert-butyloxycarbamates with aryl halides and related electrophiles, which involves an oxidative addition followed by oxypalladation/reductive elimination. The reaction provides a convenient access