Reaktion #42385

Reaktionsgleichung

sodium bicarbonate

methyl 5-(hydroxymethyl)thiophene-2-carboxylate

phosphorus tribromide

→

title compound

Methyl 5-(bromomethyl)thiophene-2-carboxylate

Lösungsmittel

methylene chloride

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe phases are separated
2. 2
   WaschenThe organic phase is washed with water
3. 3
   Trocknendried (sodium sulfate)
4. 4
   Filtrationfiltered
5. 5
   Einengenconcentrated under reduced pressure

Vorschrift

To an ice-cold solution of methyl 5-(hydroxymethyl)thiophene-2-carboxylate (375 mg, 2.17 mmol) in methylene chloride (9.0 mL) is added phosphorus tribromide (100 μL, 1.08 mmol) and the reaction mixture is stirred at 0° C. for 0.5 h. Saturated sodium bicarbonate (10 mL) is carefully added to the reaction mixture and the phases are separated. The organic phase is washed with water, dried (sodium sulfate), filtered, and concentrated under reduced pressure to yield the title compound in pure form. ESI MS m/z 235 [M+H]+.

Quelle