Methanol → Methyl 4-iodopicolinate

HRID 853995Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 853995
[I:1][C:2]1[CH:7]=[CH:6][N:5]=[C:4]([C:8]([OH:10])=[O:9])[CH:3]=1.S(=O)(=O)(O)O.[CH3:16]O>>[CH3:16][O:9][C:8](=[O:10])[C:4]1[CH:3]=[C:2]([I:1])[CH:7]=[CH:6][N:5]=1

Komponenten

4

Edukt 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 8182784-Iodopyridine-2-carboxylic acid

Produkt 1

HCID 22742038Methyl 4-iodopicolinateAusbeute 90 %

Versuchsvorschrift

To a solution of 4-iodopicolinic acid 11a (7.0 g, 18.6 mmol) in MeOH (70 mL) at 23° C. was added concentrated sulfuric acid (350 μL), and the reaction mixture was refluxed for 48 h. The reaction mixture was cooled to room temperature and concentrated to yield the desired product 4-iodopicolinic acid methyl ester 11b (4.4 g, 90%) as a yellow oil; 1H NMR (300 MHz, CDCl3) δ 8.52 (t, J=0.6, 1.5, 1), 8.40 (d, J=5.1, 1), 7.86-7.88 (dd, J=0.6, 5.1, 1), 4.02 (s, 3); MS (ESPOS): 263.9 [M+H]; 285.9 [M+Na].

Aufarbeitung

  1. temperaturethe reaction mixture was refluxed for 48 h
  2. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-7f914725da2c4e929bda878ef1ddca8f
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07256177B2

Notizen zur Reaktion

Wird geladen…