Reaktion #1273526

Reaktionsgleichung

5-methoxy-3-pyridinecarboxaldehyde

(trifluoromethyl)trimethylsilane

tetrabutylammonium fluoride

→

3-methoxy-5-(2,2,2-trifluoro-1-hydroxyethyl)pyridine

Ausbeute 100.5%

Lösungsmittel

tetrahydrofuran

tetrahydrofuran

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigereacted at room temperature for 30 minutes
2. 2
   SonstigeThen, purification by silica gel column chromatography (chloroform/methanol=9/1)

Vorschrift

According to Reference Example 8-12, by use of 5-methoxy-3-pyridinecarboxaldehyde (300 mg, 2.19 mmol), (trifluoromethyl)trimethylsilane (388 μL, 2.63 mmol), tetrabutylammonium fluoride (a 1.0 mol/L solution in tetrahydrofuran, 220 μL, 0.220 mmol) and tetrahydrofuran (6.0 mL), the mixture was stirred and reacted at room temperature for 30 minutes. Then, purification by silica gel column chromatography (chloroform/methanol=9/1) was performed to give 3-methoxy-5-(2,2,2-trifluoro-1-hydroxyethyl)pyridine (Compound CV) (456 mg, yield: quantitative).

Quelle