Methanol → Methyl 5-chloropyridine-3-carboxylate

HRID 877615

Reaktionsgleichung

Reaktionsgleichung von HRID 877615
[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].S(=O)(=O)(O)O.[CH3:16]O>>[Cl:1][C:2]1[CH:3]=[N:4][CH:5]=[C:6]([CH:10]=1)[C:7]([O:9][CH3:16])=[O:8]

Komponenten

4

Edukt 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 2479865-Chloronicotinic acid

Produkt 1

HCID 15421663Methyl 5-chloropyridine-3-carboxylate

Versuchsvorschrift

5-Chloronicotinic acid (200 mg, 1.269 mmol) was refluxed overnight in the presence of concentrated sulfuric acid (8.20 mg, 0.063 mmol) in methanol (10 mL) at 70° C. The reaction was monitored by TLC. After completion of the reaction, the solvent was removed by vacuum and the compound was purified by column chromatography affording the title compound (120 mg). 1H NMR (400 MHz, CDCl3): δ 9.07 (d, 1H, J=1.6 Hz), 8.72 (d, 1H, J=2.0 Hz), 8.26 (m, 1H), 3.95 (s, 1H).

Aufarbeitung

  1. customAfter completion of the reaction
  2. customthe solvent was removed by vacuum
  3. customthe compound was purified by column chromatography

Quellen und Nachweise

ORD-Eintrag
ord-42809225335142fc9e035820c45dcc12
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08987335B2

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