Tetrahydrofuran → 5-Chloro-2-methyl-3-pyridinemethanol

HRID 2247542Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2247542
C1COCC1.[CH3:6][C:7]1[C:12]([C:13](OC)=[O:14])=[CH:11][C:10]([Cl:17])=[CH:9][N:8]=1.[H-].[Li+].[B+3].[H-].[H-].[H-]>O>[Cl:17][C:10]1[CH:11]=[C:12]([CH2:13][OH:14])[C:7]([CH3:6])=[N:8][CH:9]=1

Komponenten

5

Edukt 3

HCID 8028TetrahydrofuranHCID 10867045Methyl 5-chloro-2-methylnicotinateHCID 178419132HCID 178419132, Verbindung

Produkt 1

HCID 669614925-Chloro-2-methyl-3-pyridinemethanolAusbeute 30,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

To a THF (30 mL) solution of 5-chrolo-2-methyl nicotinic acid methyl ester (CAS# 350597-49-8) (1.0 g), boron lithium hydride (0.153 g) was added at 0° C. The reaction solution was agitated at room temperature for 2 hours. The reaction solution was added to iced water and the reaction solution was extracted with ethyl acetate. The obtained organic layer was washed with a saturated salt solution, and it concentrated under reduced pressure after dried over anhydrous magnesium sulfate. 0.26 g of the title compound was obtained by the residue was purified by silica gel chromatography (elution solvent: heptane-ethyl acetate system).

Aufarbeitung

  1. extractionthe reaction solution was extracted with ethyl acetate
  2. washThe obtained organic layer was washed with a saturated salt solution, and it
  3. concentrationconcentrated under reduced pressure
  4. dry with materialafter dried over anhydrous magnesium sulfate

Quellen und Nachweise

ORD-Eintrag
ord-7aa9538ce7b846d2bddc0f9fabacaa47
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07687640B2

Notizen zur Reaktion

Wird geladen…