Reaktion #84591

Reaktionsgleichung

potassium iodide

imidazole-2-carboxaldehyde

2-bromo-1,1-dimethoxyethane

potassium carbonate

→

desired compound

Ausbeute 32.0%

1-(2,2-dimethoxyethyl)-1H-imidazole-2-carbaldehyde

Ausbeute 32.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigefollowed by evaporation to dryness
2. 2
   Sonstigepurified

Vorschrift

To a solution of the imidazole-2-carboxaldehyde (0.41 g, 4.27 mmol) in DMF (1 mL) was added 1.1 eq. of 2-bromo-1,1-dimethoxyethane (0.79 g, 4.69 mmol), potassium carbonate and a catalytic amount of potassium iodide. The reactions were heated at 110° C. for 18 hrs followed by evaporation to dryness and purified utilizing a Biotage SP4 with a gradient method of 5-50% methanol in DCM to yield the desired compound (248 mg, 1.35 mmol, 32% yield). 1H NMR (400 MHz, DMSO-d6) δ 9.9 (s, H), 7.85 (s, H), 7.55 (s, H), 5.82 (m, H), 4.75 (d, 2H), 3.45 (s, 6H).

Quelle