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N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

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N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline[1]
Names
IUPAC name
2-Ethoxy-2H-quinoline-1-carboxylic acid ethyl ester
Other names
Ethyl 1,2-dihydro-2-ethoxyquinoline-1-carboxylate
Identifiers
3D model (JSmol)
Abbreviations EEDQ
ECHA InfoCard 100.036.728 Edit this at Wikidata
  • CCOC1C=CC2=CC=CC=C2N1C(=O)OCC
Properties
C14H17NO3
Molar mass 247.29 g/mol
Melting point 62 to 67 °C (144 to 153 °F; 335 to 340 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline (EEDQ) is an irreversible dopamine-receptor antagonist.[2]

EEDQ is also a highly specific reagent for carboxyl groups. It enables the coupling of acylamino acids with amino acid esters in high yield and without racemization.[3]

References

  1. ^ 2-Ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline at Sigma-Aldrich
  2. ^ Neuroscience Letters 1992, 137(2), p.265
  3. ^ https://www.bachem.com/bachem/bachem/joust/index.cfm?idland=223


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