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

  • Name N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline
  • CAS 16357-59-8
  • Purity 99%
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Product Details

Manufacturer supply N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline 16357-59-8 with sufficient stock and high standard

  • Molecular Formula: C14H17NO3
  • Molecular Weight: 247.294
  • Appearance/Colour: White to pale yellow solid 
  • Vapor Pressure: 3.04E-05mmHg at 25°C 
  • Melting Point: 62-67 °C(lit.) 
  • Refractive Index: 1.564 
  • Boiling Point: 355.9 °C at 760 mmHg 
  • PKA: -1.27±0.40(Predicted) 
  • Flash Point: 169 °C 
  • PSA: 38.77000 
  • Density: 1.16 g/cm3 
  • LogP: 3.10390 

N-Ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline(Cas 16357-59-8) Usage

Purification Methods

Dissolve EEDQ ~180g in CHCl3, evaporate to dryness in a vacuum. Add dry Et2O (20mL) and a white solid separates on standing. Set aside for a few hours, collect the solid, wash it thoroughly with cold Et2O and dry it in a vacuum (~140g, m 63.5-65o). A further crop of solid (~25g) is obtained from the filtrate on standing overnight. [Fieser & Fieser Reagents for Organic Synthesis 2 191 1969, Belleau et al. J Am Chem Soc 90 823 1968 and 90 1651 1968, Beilstein 21/3 V 28.]

InChI:InChI=1/C14H17NO3/c1-3-17-13-10-9-11-7-5-6-8-12(11)15(13)14(16)18-4-2/h5-10,13H,3-4H2,1-2H3/t13-/m1/s1

16357-59-8 Relevant articles

A highly enantioselective Mannich reaction of aldehydes with cyclic N-acyliminium ions by synergistic catalysis

Berti, Francesco,Malossi, Federico,Marchetti, Fabio,Pineschi, Mauro

supporting information, p. 13694 - 13697 (2015/09/01)

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16357-59-8 Process route

quinoline
91-22-5

quinoline

ethanol
64-17-5

ethanol

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline
16357-59-8

N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

Conditions
Conditions Yield
With sodium hydrogencarbonate; In dichloromethane; water; at 0 ℃; for 1.33333h;
69%
N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline
16357-59-8

N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline

Conditions
Conditions Yield
Ether (V), Ethanol, BF3-Etherat;
Ether (V) u. 2-Hydroxy-N-carbethoxy-1,2-dihydrochinolin-Gemisch (IV), Ethanol, BF3-Etherat;
1-Ethoxycarbonyl-chinoliniumchlorid, A., BF3;
Chinolin 1. Cl-CO-OCH2CH3, Dimethylformamid, KOH 2. Ethanol, BF3-Etherat;
/BRN= 558800/ (III1), Ethanol, BF3-Etherat;
Chinolin 1. Chlorkohlensaeure-ethylester, 0grad 2. Ethyl-diisopropyl-amin, Ethanol;
Chinolin, Ethylchlorformiat, Diisopropyl-ethylamin, in A.;
Chinolin 1. Chlorameisensaeure-ethylester, KOH 2. Ether*BF3, in A.;
Chinolin, A., Chlorameisensaeure-ethylester;

16357-59-8 Upstream products

  • 91-22-5
    91-22-5

    quinoline

  • 64-17-5
    64-17-5

    ethanol

  • 541-41-3
    541-41-3

    chloroformic acid ethyl ester

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    27544-35-0

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