Methanol → Methyl 5-chloropyridine-3-carboxylate

HRID 1777031Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1777031
[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 (8 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-c943c1f96aa747218e4d29c6112c4a70
Quelldatensatz
uspto-grants-2016_02
Patentnummer
US09266838B2

Notizen zur Reaktion

Wird geladen…