Sulfuric Acid → Dimethyl pyridine-3,5-dicarboxylate

HRID 1092185

Reaktionsgleichung

Reaktionsgleichung von HRID 1092185
[N:1]1[CH:6]=[C:5]([C:7]([OH:9])=[O:8])[CH:4]=C(C(O)=O)[CH:2]=1.OS(O)(=O)=O.[C:18]([O:21][CH2:22]C)(=[O:20])[CH3:19].[CH3:24]CCCCC>CO>[CH3:24][O:9][C:7]([C:5]1[CH:6]=[N:1][CH:2]=[C:19]([C:18]([O:21][CH3:22])=[O:20])[CH:4]=1)=[O:8]

Komponenten

5

Edukt 3

HCID 1118Sulfuric AcidHCID 103663,5-Pyridinedicarboxylic acidHCID 21226206Ethyl acetate hexane

Produkt 1

HCID 78339Dimethyl pyridine-3,5-dicarboxylate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

3,5-Pyridinedicarboxylic acid (1.5 g, 63 mmol) and conc. H2SO4 (0.9 mL) in MeOH (15 mL) are heated in a microwave oven at 120° C. for 2 h. The solvent is evaporated to give a residue with is partitioned between ethyl acetate and sat. aq. NaHCO3. The organic phase is washed with brine, dried over Na2SO4, filtered and evaporated to give a light yellow solid. MS (LC-MS): 196 [M+H]+ TLC, Rf (ethyl acetate/hexane 1:1)=0.56.

Aufarbeitung

  1. customThe solvent is evaporated
  2. customto give a residue
  3. customwith is partitioned between ethyl acetate and sat. aq. NaHCO3
  4. washThe organic phase is washed with brine
  5. dry with materialdried over Na2SO4
  6. filtrationfiltered
  7. customevaporated
  8. customto give a light yellow solid

Quellen und Nachweise

ORD-Eintrag
ord-e396cb8fdfe14eef972433d8f391636a
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08129411B2

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